STEREOSELECTIVE SYNTHESIS OF CYCLIC DIPEPTIDE HYDROXYALKYL ISOSTERES VIA METALATED N,N-DIALKYLCARBAMATE 2-ALKENYL ESTERS

被引：14

作者：

HANKO, R

RABE, K

DALLY, R

HOPPE, D

机构：

[1] MILES INC,W HAVEN,CT 06516

[2] CHRISTIAN ALBRECHTS UNIV KIEL,INST ORGAN CHEM,W-2300 KIEL 1,GERMANY

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1991年 / 30卷 / 12期

关键词：

D O I：

10.1002/anie.199116901

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Potential protease inhibitors are formed stereoselectively by a reaction sequence that begins with the conversion of N-protected alpha-amino aldehydes with the homoenolate reagent 1. The lactones 2 thus formed may be coupled with alpha-amino acid amides by a new variation of the Weinreb method in which dialkylaluminum amides are used as ring-opening agents. In this way for diastereomers of the compounds 3 belonging to the PSI-Phe[CHOHCH progroup are formed. R = CF3CO, Cb = C(C = O)NiPr2, Bn = PhCH2.

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页码：1690 / 1693

页数：4

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