Synthesis of α,α-disubstituted-β-aminoacids with axial chirality

被引：23

作者：

Gaucher, A ^{[1
]}

Bintein, F ^{[1
]}

Wakselman, M ^{[1
]}

Mazaleyrat, JP ^{[1
]}

机构：

[1] Univ Versailles, SIRCOB, F-78000 Versailles, France

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 07期

关键词：

D O I：

10.1016/S0040-4039(97)10704-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

6-aminomethyl-6,7-dihydro-5H-dibenzo[a,c]cycloheptene-6-carboxylic acid ethyl ester H-beta(2)-Bip-OEt 1a and its 1,1'-binaphthyl optically pure analog (R) H-beta(2)-Bin-OEt 2a have been readily synthesized by bis-alkylation of ethyl cyanoacetate with 2,2'-bis-(bromomethyl)-1,1'-diphenyl or optically pure (+)-(R)-2,2'-bis-(bromomethyl)-1,1'-binaphthyl, followed by NaBH4/CoCl2 selective reduction of the cyano group. The N-Boc protected derivatives and short peptides of these novel aminoacids have also been prepared (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：575 / 578

页数：4