Aza-[1,2]-Wittig rearrangements of N-benzyl glycine methyl esters. A new approach to the synthesis of N-aryl phenylalanine derivatives

被引：8

作者：

Everett, Renata K. ^{[1
]}

Wolfe, John P. ^{[1
]}

机构：

[1] Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA

来源：

TETRAHEDRON LETTERS | 2015年 / 56卷 / 23期

基金：

美国国家科学基金会;

关键词：

Boron; Wittig rearrangement; Enolate; Heterocycle; AZA-WITTIG REARRANGEMENT; 2-ACETAMIDOACRYLATE; HYDROBORATION; CYCLIZATION; REACTIVITY;

D O I：

10.1016/j.tetlet.2015.01.037

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of N-(arylmethyl)-N-aryl glycine methyl ester derivatives with Bu2BOTf and (Pr2NEt)-Pr-i effects an aza-[1,2]-Wittig rearrangement that provides N-aryl phenylalanine methyl esters in good yields. Analogous substrates bearing N-carbonyl groups are converted to 1,4,2-oxazaborole derivatives under similar conditions. (C) 2015 Elsevier Ltd. All rights reserved.

引用

收藏

页码：3393 / 3395

页数：3

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