THE STEREOSELECTIVE SYNTHESIS OF 2-ALKYL GAMMA-KETO ACID AND HETEROCYCLIC KETOMETHYLENE PEPTIDE ISOSTERE CORE UNITS USING CHIRAL ALKYLATION BY 2-TRIFLYLOXY ESTERS

被引：33

作者：

HOFFMAN, RV

KIM, HO

机构：

[1] Department of Chemistry and Biochemistry, New Mexico State University, Las Cruces

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1995年 / 60卷 / 16期

关键词：

D O I：

10.1021/jo00121a031

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and general protocol for the enantioselective preparation of gamma-keto acids and heterocyclic gamma-keto acids which have an alkyl group at C-2 is reported. The alkyl group is introduced by chiral alkylation using a scalemic 2-triflyloxy ester. The alkylation takes place with inversion of configuration and is compatible with a variety of alkyl groups. This methodology is thus well-suited for the preparation of a wide variety of ketomethylene peptide isosteres.

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页码：5107 / 5113

页数：7

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