A Practical Method for the Synthesis of Highly Enantioenriched trans-1,2-Amino Alcohols

被引：49

作者：

Birrell, James A. ^{[1
]}

Jacobsen, Eric N. ^{[1
]}

机构：

[1] Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 12期

关键词：

HYDROLYTIC KINETIC RESOLUTION; ENANTIOSELECTIVE TOTAL-SYNTHESIS; RING-OPENING REACTIONS; MESO-EPOXIDES; 1,2-AMINO ALCOHOLS; TERMINAL EPOXIDES; ASYMMETRIC CATALYSIS; CO(SALEN) COMPLEXES; DERIVATIVES; OXAZOLIDINONES;

D O I：

10.1021/ol401013s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly enantioselective addition of phenyl carbamate to meso-epoxides has been developed to efficiently generate protected trans-1,2-amino alcohols. This transformation is promoted by an oligomeric (salen)Co-OTf catalyst and has been used to prepare two useful 2-aminocycloalkanol hydrochlorides in enantiopure form on a multigram scale from commercially available starting materials.

引用

页码：2895 / 2897

页数：3

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