Enantioselective synthesis of non-proteinogenic 2-arylallyl-α-amino acids via Pd/In catalytic cascades

被引:37
作者
Grigg, Ronald [1 ]
McCaffrey, Shaun
Sridharan, Visuvanathar
Fishwick, Colin W. G.
Kilner, Colin
Korn, Stewart
Bailey, Kevin
Blacker, John
机构
[1] Univ Leeds, Sch Chem, MIDAS Ctr, Leeds LS2 9JT, W Yorkshire, England
[2] Avecia Ltd, Huddersfield HD2 1GA, W Yorkshire, England
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
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