共 39 条
Highly enantioselective Friedel-Crafts alkylations of indoles with simple enones catalyzed by zirconium(IV)-BINOL complexes
被引:123
作者:

Blay, Gonzalo
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Valencia, Fac Quim, Dept Quim Organ, E-46100 Burjassot, Spain Univ Valencia, Fac Quim, Dept Quim Organ, E-46100 Burjassot, Spain

Fernandez, Isabel
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Valencia, Fac Quim, Dept Quim Organ, E-46100 Burjassot, Spain Univ Valencia, Fac Quim, Dept Quim Organ, E-46100 Burjassot, Spain

Pedro, Jose R.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Valencia, Fac Quim, Dept Quim Organ, E-46100 Burjassot, Spain Univ Valencia, Fac Quim, Dept Quim Organ, E-46100 Burjassot, Spain

Vila, Carlos
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Valencia, Fac Quim, Dept Quim Organ, E-46100 Burjassot, Spain Univ Valencia, Fac Quim, Dept Quim Organ, E-46100 Burjassot, Spain
机构:
[1] Univ Valencia, Fac Quim, Dept Quim Organ, E-46100 Burjassot, Spain
关键词:
D O I:
10.1021/ol0710820
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
Complexes of BINOL-based ligands with Zr((OBu)-Bu-t)(4) catalyze the Friedel-Crafts alkylation reaction of indoles and pyrrole with nonchelating beta-substituted alpha,beta-enones at room temperature affording the expected products with good yields and ee above 95% in most of the studied examples.
引用
收藏
页码:2601 / 2604
页数:4
相关论文
共 39 条
[1]
A journey across recent advances in catalytic and stereoselective alkylation of indoles
[J].
Bandini, M
;
Melloni, A
;
Tommasi, S
;
Umani-Ronchi, A
.
SYNLETT,
2005, (08)
:1199-1222

Bandini, M
论文数: 0 引用数: 0
h-index: 0
机构: Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

Melloni, A
论文数: 0 引用数: 0
h-index: 0
机构: Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

Tommasi, S
论文数: 0 引用数: 0
h-index: 0
机构: Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

Umani-Ronchi, A
论文数: 0 引用数: 0
h-index: 0
机构: Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
[2]
Can simple enones be useful partners for the catalytic stereoselective alkylation of indoles?
[J].
Bandini, M
;
Fagioli, M
;
Garavelli, M
;
Melloni, A
;
Trigari, V
;
Umani-Ronchi, A
.
JOURNAL OF ORGANIC CHEMISTRY,
2004, 69 (22)
:7511-7518

Bandini, M
论文数: 0 引用数: 0
h-index: 0
机构:
Dipartimento Chim G Ciamician, I-40126 Bologna, Italy Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

Fagioli, M
论文数: 0 引用数: 0
h-index: 0
机构:
Dipartimento Chim G Ciamician, I-40126 Bologna, Italy Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

Garavelli, M
论文数: 0 引用数: 0
h-index: 0
机构:
Dipartimento Chim G Ciamician, I-40126 Bologna, Italy Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

Melloni, A
论文数: 0 引用数: 0
h-index: 0
机构:
Dipartimento Chim G Ciamician, I-40126 Bologna, Italy Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

Trigari, V
论文数: 0 引用数: 0
h-index: 0
机构:
Dipartimento Chim G Ciamician, I-40126 Bologna, Italy Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

Umani-Ronchi, A
论文数: 0 引用数: 0
h-index: 0
机构:
Dipartimento Chim G Ciamician, I-40126 Bologna, Italy Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
[3]
Designing new α,β-unsaturated thioesters for the catalytic, enantioselective Friedel-Crafts alkylation of indoles
[J].
Bandini, M
;
Melloni, A
;
Tommasi, S
;
Umani-Ronchi, A
.
HELVETICA CHIMICA ACTA,
2003, 86 (11)
:3753-3763

Bandini, M
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

Melloni, A
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

Tommasi, S
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

Umani-Ronchi, A
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
[4]
New catalytic approaches in the stereoselective Friedel-Crafts alkylation reaction
[J].
Bandini, M
;
Melloni, A
;
Umani-Ronchi, A
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2004, 43 (05)
:550-556

Bandini, M
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

Melloni, A
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

Umani-Ronchi, A
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
[5]
Catalytic enantioselective conjugate addition of indoles to simple α,β-unsaturated ketones
[J].
Bandini, M
;
Fagioli, M
;
Melchiorre, P
;
Melloni, A
;
Umani-Ronchi, A
.
TETRAHEDRON LETTERS,
2003, 44 (31)
:5843-5846

Bandini, M
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

Fagioli, M
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

论文数: 引用数:
h-index:
机构:

Melloni, A
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

Umani-Ronchi, A
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
[6]
Organocatalytic asymmetric Friedel-Crafts alkylation of indoles with simple α,β-unsaturated ketones
[J].
Bartoli, Giuseppe
;
Bosco, Marcella
;
Carlone, Armando
;
Pesciaioli, Fabio
;
Sambri, Letizia
;
Melchiorre, Paolo
.
ORGANIC LETTERS,
2007, 9 (07)
:1403-1405

Bartoli, Giuseppe
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Alma Mater Studiorium, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy Univ Bologna, Alma Mater Studiorium, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy

Bosco, Marcella
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Alma Mater Studiorium, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy Univ Bologna, Alma Mater Studiorium, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy

Carlone, Armando
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Alma Mater Studiorium, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy Univ Bologna, Alma Mater Studiorium, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy

Pesciaioli, Fabio
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Alma Mater Studiorium, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy Univ Bologna, Alma Mater Studiorium, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy

Sambri, Letizia
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Alma Mater Studiorium, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy Univ Bologna, Alma Mater Studiorium, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy

Melchiorre, Paolo
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Bologna, Alma Mater Studiorium, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy Univ Bologna, Alma Mater Studiorium, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy
[7]
BINOL: A versatile chiral reagent
[J].
Brunel, JM
.
CHEMICAL REVIEWS,
2005, 105 (03)
:857-897

Brunel, JM
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Paul Cezanne, Fac Sci & Tech St Jerome, INRA, IMRN 1111,Lab SESNAB, F-13397 Marseille 20, France Univ Paul Cezanne, Fac Sci & Tech St Jerome, INRA, IMRN 1111,Lab SESNAB, F-13397 Marseille 20, France
[8]
1,2,3,4-tetrahydrocarbazoles as 5-HT6 serotonin receptor ligands
[J].
Chang-Fong, J
;
Rangisetty, JB
;
Dukat, M
;
Setola, V
;
Raffay, T
;
Roth, B
;
Glennon, RA
.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS,
2004, 14 (08)
:1961-1964

Chang-Fong, J
论文数: 0 引用数: 0
h-index: 0
机构: Virginia Commonwealth Univ, Sch Pharm, Dept Med Chem, Richmond, VA 23298 USA

Rangisetty, JB
论文数: 0 引用数: 0
h-index: 0
机构: Virginia Commonwealth Univ, Sch Pharm, Dept Med Chem, Richmond, VA 23298 USA

论文数: 引用数:
h-index:
机构:

Setola, V
论文数: 0 引用数: 0
h-index: 0
机构: Virginia Commonwealth Univ, Sch Pharm, Dept Med Chem, Richmond, VA 23298 USA

Raffay, T
论文数: 0 引用数: 0
h-index: 0
机构: Virginia Commonwealth Univ, Sch Pharm, Dept Med Chem, Richmond, VA 23298 USA

Roth, B
论文数: 0 引用数: 0
h-index: 0
机构: Virginia Commonwealth Univ, Sch Pharm, Dept Med Chem, Richmond, VA 23298 USA

Glennon, RA
论文数: 0 引用数: 0
h-index: 0
机构:
Virginia Commonwealth Univ, Sch Pharm, Dept Med Chem, Richmond, VA 23298 USA Virginia Commonwealth Univ, Sch Pharm, Dept Med Chem, Richmond, VA 23298 USA
[9]
Organocatalytic enantioselective indole alkylations of α,β-unsaturated ketones
[J].
Chen, Wei
;
Du, Wei
;
Yue, Lei
;
Li, Rui
;
Wu, Yong
;
Ding, Li-Sheng
;
Chen, Ying-Chun
.
ORGANIC & BIOMOLECULAR CHEMISTRY,
2007, 5 (05)
:816-821

Chen, Wei
论文数: 0 引用数: 0
h-index: 0
机构: Sichuan Univ, Educ Minist, Key Lab Drug Targeting, Chengdu 610041, Peoples R China

Du, Wei
论文数: 0 引用数: 0
h-index: 0
机构: Sichuan Univ, Educ Minist, Key Lab Drug Targeting, Chengdu 610041, Peoples R China

Yue, Lei
论文数: 0 引用数: 0
h-index: 0
机构: Sichuan Univ, Educ Minist, Key Lab Drug Targeting, Chengdu 610041, Peoples R China

Li, Rui
论文数: 0 引用数: 0
h-index: 0
机构: Sichuan Univ, Educ Minist, Key Lab Drug Targeting, Chengdu 610041, Peoples R China

Wu, Yong
论文数: 0 引用数: 0
h-index: 0
机构: Sichuan Univ, Educ Minist, Key Lab Drug Targeting, Chengdu 610041, Peoples R China

Ding, Li-Sheng
论文数: 0 引用数: 0
h-index: 0
机构: Sichuan Univ, Educ Minist, Key Lab Drug Targeting, Chengdu 610041, Peoples R China

Chen, Ying-Chun
论文数: 0 引用数: 0
h-index: 0
机构:
Sichuan Univ, Educ Minist, Key Lab Drug Targeting, Chengdu 610041, Peoples R China Sichuan Univ, Educ Minist, Key Lab Drug Targeting, Chengdu 610041, Peoples R China
[10]
Indole inhibitors of human nonpancreatic secretory phospholipase A(2) .1. Indole-3-acetamides
[J].
Dillard, RD
;
Bach, NJ
;
Draheim, SE
;
Berry, DR
;
Carlson, DG
;
Chirgadze, NY
;
Clawson, DK
;
Hartley, LW
;
Johnson, LM
;
Jones, ND
;
McKinney, ER
;
Mihelich, ED
;
Olkowski, JL
;
Schevitz, RW
;
Smith, AC
;
Snyder, DW
;
Sommers, CD
;
Wery, JP
.
JOURNAL OF MEDICINAL CHEMISTRY,
1996, 39 (26)
:5119-5136

Dillard, RD
论文数: 0 引用数: 0
h-index: 0
机构:
ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA

Bach, NJ
论文数: 0 引用数: 0
h-index: 0
机构:
ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA

Draheim, SE
论文数: 0 引用数: 0
h-index: 0
机构:
ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA

Berry, DR
论文数: 0 引用数: 0
h-index: 0
机构:
ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA

Carlson, DG
论文数: 0 引用数: 0
h-index: 0
机构:
ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA

Chirgadze, NY
论文数: 0 引用数: 0
h-index: 0
机构:
ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA

Clawson, DK
论文数: 0 引用数: 0
h-index: 0
机构:
ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA

Hartley, LW
论文数: 0 引用数: 0
h-index: 0
机构:
ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA

Johnson, LM
论文数: 0 引用数: 0
h-index: 0
机构:
ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA

Jones, ND
论文数: 0 引用数: 0
h-index: 0
机构:
ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA

McKinney, ER
论文数: 0 引用数: 0
h-index: 0
机构:
ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA

Mihelich, ED
论文数: 0 引用数: 0
h-index: 0
机构:
ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA

Olkowski, JL
论文数: 0 引用数: 0
h-index: 0
机构:
ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA

Schevitz, RW
论文数: 0 引用数: 0
h-index: 0
机构:
ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA

Smith, AC
论文数: 0 引用数: 0
h-index: 0
机构:
ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA

Snyder, DW
论文数: 0 引用数: 0
h-index: 0
机构:
ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA

Sommers, CD
论文数: 0 引用数: 0
h-index: 0
机构:
ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA

Wery, JP
论文数: 0 引用数: 0
h-index: 0
机构:
ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA ELI LILLY & CO, LILLY RES LABS, LILLY CORP CTR, INDIANAPOLIS, IN 46285 USA