共 16 条
Enantioselective synthesis of non-proteinogenic 2-arylallyl-α-amino acids via Pd/In catalytic cascades
被引:37
作者:

Grigg, Ronald
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

McCaffrey, Shaun
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

Sridharan, Visuvanathar
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

Fishwick, Colin W. G.
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

Kilner, Colin
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

Korn, Stewart
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

Bailey, Kevin
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

Blacker, John
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England
机构:
[1] Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England
[2] Avecia Ltd, Huddersfield HD2 1GA, W Yorkshire, England
来源:
基金:
英国工程与自然科学研究理事会;
关键词:
D O I:
10.1016/j.tet.2006.09.098
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
An efficient synthesis of both R- and S-enantiomers of 2-arylallyl-alpha-amino acids via a diastereoselective Pd/In mediated catalytic allylation of chiral N-sulfinyl-alpha-imino esters is described. The potential for further enhancement of molecular complexity and creating contiguous chiral centres by interfacing these processes with catalytic cyclisation-anion capture methodology is demonstrated. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:12159 / 12171
页数:13
相关论文
共 16 条
[1]
Palladium-indium mediated Barbier-type allylation of aldehydes with allenes
[J].
Anwar, U
;
Grigg, R
;
Rasparini, M
;
Savic, V
;
Sridharan, V
.
CHEMICAL COMMUNICATIONS,
2000, (08)
:645-646

Anwar, U
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England

Grigg, R
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England

Rasparini, M
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England

Savic, V
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England

Sridharan, V
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England
[2]
Palladium catalysed cyclisation-Barbier-type allylation cascades
[J].
Anwar, U
;
Grigg, R
;
Sridharan, V
.
CHEMICAL COMMUNICATIONS,
2000, (11)
:933-934

Anwar, U
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England

Grigg, R
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England

Sridharan, V
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England
[3]
Three-component bimetallic (Pd/In) mediated cascade allylation of C=X functionality - Part 1. Scope and Class I examples with aldehydes and ketones
[J].
Cleghorn, LAT
;
Cooper, IR
;
Fishwick, CWG
;
Grigg, R
;
MacLachlan, WS
;
Rasparini, M
;
Sridharan, V
.
JOURNAL OF ORGANOMETALLIC CHEMISTRY,
2003, 687 (02)
:483-493

Cleghorn, LAT
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

Cooper, IR
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

Fishwick, CWG
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

Grigg, R
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

MacLachlan, WS
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

Rasparini, M
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

Sridharan, V
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England
[4]
Additive effects in palladium-indium mediated Barbier type allylations
[J].
Cleghorn, LAT
;
Cooper, IR
;
Grigg, R
;
MacLachlan, WS
;
Sridharan, V
.
TETRAHEDRON LETTERS,
2003, 44 (43)
:7969-7973

Cleghorn, LAT
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Dept Chem, Mol Innovat Divers & Automat Synth MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

Cooper, IR
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Dept Chem, Mol Innovat Divers & Automat Synth MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

Grigg, R
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leeds, Dept Chem, Mol Innovat Divers & Automat Synth MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England Univ Leeds, Dept Chem, Mol Innovat Divers & Automat Synth MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

MacLachlan, WS
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Dept Chem, Mol Innovat Divers & Automat Synth MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

Sridharan, V
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Dept Chem, Mol Innovat Divers & Automat Synth MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England
[5]
Diastereoselective Pd/In bimetallic inter-intramolecular (class 2) cascade reactions of allenyl-imines and aryl iodides
[J].
Cooper, IR
;
Grigg, R
;
Hardie, MJ
;
MacLachlan, WS
;
Sridharan, V
;
Thomas, WA
.
TETRAHEDRON LETTERS,
2003, 44 (11)
:2283-2285

Cooper, IR
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England

Grigg, R
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England

Hardie, MJ
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England

MacLachlan, WS
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England

Sridharan, V
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England

Thomas, WA
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England
[6]
Diastereo- and regioselective palladium-indium bimetallic cyclisation-Barbier-type allylation cascades
[J].
Cooper, IR
;
Grigg, R
;
MacLachlan, WS
;
Sridharan, V
;
Thornton-Pett, M
.
TETRAHEDRON LETTERS,
2003, 44 (02)
:403-405

Cooper, IR
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

Grigg, R
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

MacLachlan, WS
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

Sridharan, V
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England

Thornton-Pett, M
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England
[7]
3-Component palladium-indium mediated diastereoselective cascade allylation of imines with allenes and aryl iodides
[J].
Cooper, IR
;
Grigg, R
;
MacLachlan, WS
;
Thornton-Pett, M
;
Sridharan, V
.
CHEMICAL COMMUNICATIONS,
2002, (13)
:1372-1373

Cooper, IR
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England

Grigg, R
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England

MacLachlan, WS
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England

Thornton-Pett, M
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England

Sridharan, V
论文数: 0 引用数: 0
h-index: 0
机构: Univ Leeds, Sch Chem, Mol Innovat Divers & Automated Synth Ctr, Leeds LS2 9JT, W Yorkshire, England
[8]
Applications of the sulfinimine-mediated asymmetric strecker synthesis to the synthesis of α-alkyl α-amino acids
[J].
Davis, FA
;
Lee, S
;
Zhang, HM
;
Fanelli, DL
.
JOURNAL OF ORGANIC CHEMISTRY,
2000, 65 (25)
:8704-8708

Davis, FA
论文数: 0 引用数: 0
h-index: 0
机构:
Temple Univ, Dept Chem, Philadelphia, PA 19122 USA Temple Univ, Dept Chem, Philadelphia, PA 19122 USA

Lee, S
论文数: 0 引用数: 0
h-index: 0
机构:
Temple Univ, Dept Chem, Philadelphia, PA 19122 USA Temple Univ, Dept Chem, Philadelphia, PA 19122 USA

Zhang, HM
论文数: 0 引用数: 0
h-index: 0
机构:
Temple Univ, Dept Chem, Philadelphia, PA 19122 USA Temple Univ, Dept Chem, Philadelphia, PA 19122 USA

Fanelli, DL
论文数: 0 引用数: 0
h-index: 0
机构:
Temple Univ, Dept Chem, Philadelphia, PA 19122 USA Temple Univ, Dept Chem, Philadelphia, PA 19122 USA
[9]
Applications of tert-butanesulfinamide in the asymmetric synthesis of amines
[J].
Ellman, JA
.
PURE AND APPLIED CHEMISTRY,
2003, 75 (01)
:39-46

Ellman, JA
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Calif Berkeley, Dept Chem, Ctr New Direct Organ Synth, Berkeley, CA 94720 USA Univ Calif Berkeley, Dept Chem, Ctr New Direct Organ Synth, Berkeley, CA 94720 USA
[10]
N-tert-Butanesulfinyl imines:: Versatile intermediates for the asymmetric synthesis of amines
[J].
Ellman, JA
;
Owens, TD
;
Tang, TP
.
ACCOUNTS OF CHEMICAL RESEARCH,
2002, 35 (11)
:984-995

Ellman, JA
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Calif Berkeley, Dept Chem, Ctr New Direct Organ Synth, Berkeley, CA 94720 USA Univ Calif Berkeley, Dept Chem, Ctr New Direct Organ Synth, Berkeley, CA 94720 USA

Owens, TD
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Calif Berkeley, Dept Chem, Ctr New Direct Organ Synth, Berkeley, CA 94720 USA Univ Calif Berkeley, Dept Chem, Ctr New Direct Organ Synth, Berkeley, CA 94720 USA

Tang, TP
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Calif Berkeley, Dept Chem, Ctr New Direct Organ Synth, Berkeley, CA 94720 USA Univ Calif Berkeley, Dept Chem, Ctr New Direct Organ Synth, Berkeley, CA 94720 USA