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Catalytic enone cycloallylation via concomitant activation of latent nucleophilic and electrophilic partners: Merging organic and transition metal catalysis
被引:209
作者:

Jellerichs, BG
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Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA

Kong, JR
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Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA

Krische, MJ
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Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
机构:
[1] Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
关键词:
D O I:
10.1021/ja0301469
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
Upon exposure of mono-enone mono-allylic carbonates to tributylphosphine and 1 mol % Pd(Ph3P)4, efficient conversion to the corresponding cycloallylated products is achieved. This transformation combines the nucleophilic features of the Morita-Baylis-Hillman reaction with the electrophilic features of the Trost-Tsuji reaction. Copyright © 2003 American Chemical Society.
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页码:7758 / 7759
页数:2
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共 22 条
[1]
Catalytic crossed Michael cycloisomerization of thioenoates:: Total synthesis of (±)-ricciocarpin A
[J].
Agapiou, K
;
Krische, MJ
.
ORGANIC LETTERS,
2003, 5 (10)
:1737-1740

Agapiou, K
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA

Krische, MJ
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
[2]
Diastereoselective cobalt-catalyzed aldol and Michael cycloreductions
[J].
Baik, TG
;
Luis, AL
;
Wang, LC
;
Krische, MJ
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2001, 123 (21)
:5112-5113

Baik, TG
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA

Luis, AL
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA

Wang, LC
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA

Krische, MJ
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
[3]
A diastereoselective metal-catalyzed [2+2] cycloaddition of bis-enones
[J].
Baik, TG
;
Luis, AL
;
Wang, LC
;
Krische, MJ
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2001, 123 (27)
:6716-6717

Baik, TG
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA

Luis, AL
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA

Wang, LC
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA

Krische, MJ
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
[4]
Recent advances in the Baylis-Hillman reaction and applications
[J].
Basavaiah, D
;
Rao, AJ
;
Satyanarayana, T
.
CHEMICAL REVIEWS,
2003, 103 (03)
:811-891

Basavaiah, D
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India

Rao, AJ
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India

Satyanarayana, T
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
[5]
Diastereo- and enantioselective catalytic carbometallative aldol cycloreduction: Tandem conjugate addition-aldol cyclization
[J].
Cauble, DF
;
Gipson, JD
;
Krische, MJ
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2003, 125 (05)
:1110-1111

Cauble, DF
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA

Gipson, JD
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA

Krische, MJ
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
[6]
ENANTIOSELECTIVE HOMOGENEOUS CATALYSIS INVOLVING TRANSITION-METAL ALLYL INTERMEDIATES
[J].
CONSIGLIO, G
;
WAYMOUTH, RM
.
CHEMICAL REVIEWS,
1989, 89 (01)
:257-276

CONSIGLIO, G
论文数: 0 引用数: 0
h-index: 0
机构: SWISS FED INST TECHNOL,TECH CHEM LAB,CH-8092 ZURICH,SWITZERLAND

WAYMOUTH, RM
论文数: 0 引用数: 0
h-index: 0
机构: SWISS FED INST TECHNOL,TECH CHEM LAB,CH-8092 ZURICH,SWITZERLAND
[7]
The vinylogous intramolecular Morita-Baylis-Hillman reaction: Synthesis of functionalized cyclopentenes and cyclohexenes with trialkylphosphines as nucleophilic catalysts
[J].
Frank, SA
;
Mergott, DJ
;
Roush, WR
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002, 124 (11)
:2404-2405

Frank, SA
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA

Mergott, DJ
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA

Roush, WR
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
[8]
FACILE REDUCTION OF ETHYL THIOL ESTERS TO ALDEHYDES - APPLICATION TO A TOTAL SYNTHESIS OF (+)-NEOTHRAMYCIN-A METHYL-ETHER
[J].
FUKUYAMA, T
;
LIN, SC
;
LI, LP
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1990, 112 (19)
:7050-7051

FUKUYAMA, T
论文数: 0 引用数: 0
h-index: 0
机构: Department of Chemistry, Rice University, Texas, 77251, Houston

LIN, SC
论文数: 0 引用数: 0
h-index: 0
机构: Department of Chemistry, Rice University, Texas, 77251, Houston

LI, LP
论文数: 0 引用数: 0
h-index: 0
机构: Department of Chemistry, Rice University, Texas, 77251, Houston
[9]
Enolate generation under hydrogenation conditions: Catalytic Aldol cycloreduction of keto-enones
[J].
Huddleston, RR
;
Krische, MJ
.
ORGANIC LETTERS,
2003, 5 (07)
:1143-1146

Huddleston, RR
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA

Krische, MJ
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
[10]
Reductive generation of enolates from enones using elemental hydrogen: Catalytic C-C bond formation under hydrogenative conditions
[J].
Jang, HY
;
Huddleston, RR
;
Krische, MJ
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2002, 124 (51)
:15156-15157

Jang, HY
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA

Huddleston, RR
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA

Krische, MJ
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA