D-Phg-L-Pro dipeptide-derived prolinol ligands for highly enantioselective Reformatsky reactions

被引：18

作者：

Shin, EK

Kim, HJ

Kim, Y

Park, YS ^{[1
]}

机构：

[1] Konkuk Univ, Dept Chem, Seoul 143701, South Korea

[2] Konkuk Univ, Biomol Informat Ctr, Seoul 143701, South Korea

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 12期

关键词：

D O I：

10.1016/j.tetlet.2006.01.070

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Optically pure N-aminoethyl prolinol derivatives 3a-c have been prepared from the dynamic kinetic resolution of N-(alpha-bromo-alpha-phenylacetyl) proline ester 1 in asymmetric nucleophilic substitution and subsequent reduction. The peptide-derived prolinols are tested as chiral ligands in the asymmetric addition of Reformatsky reagent to aromatic aldehydes. Chiral ligand 3c has been shown to be effective to produce enantioenriched beta-hydroxy esters 5a-j with up to 98% ee. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：1933 / 1935

页数：3

共 8 条

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