Asymmetric Aldol-Tishchenko Reaction of Sulfinimines

被引：17

作者：

Foley, Vera M.

McSweeney, Christina M.

Eccles, Kevin S.

Lawrence, Simon E.

McGlacken, Gerard P. ^{[1
]}

机构：

[1] Natl Univ Ireland Univ Coll Cork, Analyt & Biol Chem Res Facil, Cork 021, Ireland

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 22期

基金：

爱尔兰科学基金会;

关键词：

1,3-AMINO ALCOHOL DERIVATIVES; TERT-BUTANESULFINYL IMINES; ACYCLIC AMINO-ALCOHOLS; MANNICH-TYPE REACTION; STEREOSELECTIVE-SYNTHESIS; BETA-AMINO; ENANTIOSELECTIVE SYNTHESIS; ANTI-1,3-AMINO ALCOHOLS; ORGANIC-SYNTHESIS; ALDEHYDES;

D O I：

10.1021/acs.orglett.5b02919

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Methods for the preparation of 1,3-amino alcohols and their derivatives containing two stereogenic centers usually involve a two-step installation of the chiral centers. An aldol-Tishchenko reaction of chiral sulfinimines which involves the first reported reduction of a C-N in this type of reaction is described. Two and even three chiral centers can be installed in one synthetic step, affording anti-1,3-amino alcohols in good diastereo- and enantioselectivity.

引用

页码：5642 / 5645

页数：4

共 40 条

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