Practical asymmetric synthesis of trifluoromethyl-containing aminoester using a modified Davis protocol

被引：5
作者：
Alimardanov, Asaf [1 ]
Schmid, Jean [1 ]
Afragola, Jay [1 ]
Khafizova, Gulnaz [1 ]
机构：
[1] Wyeth Res, Pearl River, NY 10965 USA
来源：
ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2008年 / 12卷 / 03期
关键词：
D O I：
10.1021/op700259d
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
Practical synthesis of aminoester 1 starting from 1,1,1-trifluoro-3-iodopropane is presented. Use of Ti(Oi-Pr)(4) as a Lewis acid for condensation of intermediate aldehyde 8 with (S)-(+)-p-toluene-sulfinamide was found to be critical. Conditions for a reproducible and high-yielding Wittig reaction of aldehyde hydrate with phosphorus ylide 4, that appear to have general applicability, are described.
引用
收藏
页码：424 / 428
页数：5
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