δ-amino β-keto esters, a designed polyfunctionalized chiral building block for alkaloid synthesis.: Asymmetric synthesis of (R)-(+)-2-phenylpiperidine and (-)-SS20846A

被引：79

作者：

Davis, FA ^{[1
]}

Chao, B ^{[1
]}

Fang, TN ^{[1
]}

Szewczyk, JM ^{[1
]}

机构：

[1] Temple Univ, Dept Chem, Philadelphia, PA 19122 USA

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 08期

关键词：

D O I：

10.1021/ol005580j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

delta-Amino beta-keto esters 3 and 11 are designed polyfunctionalized chiral building blocks for alkaloid synthesis and are prepared in one step from the corresponding sulfinimine (N-sulfinyl imine). Concise highly enantioselective four step syntheses of 2-phenylpiperidine (7) and SS20846A (14) from 3 and 11, respectively, are described.

引用

页码：1041 / 1043

页数：3

共 36 条

[1]

[Anonymous], 1996, Adv. Nitrogen Heterocycl

[2]

ASHTON MJ, 1989, HETEROCYCLES, V28, P1015

[3] Asymmetric routes to substituted piperidines [J].