TUNABLE STEREOSELECTIVITY IN THE ADDITION OF 2-LITHIOTHIAZOLE TO L-SERINAL DERIVED N-BENZYL NITRONE - SYNTHESIS OF C-2 EPIMER 2,3-DIAMINO-4-HYDROXYBUTANALS

被引：34

作者：

DONDONI, A

MERCHAN, FL

MERINO, P

TEJERO, T

BERTOLASI, V

机构：

[1] UNIV FERRARA,DIPARTMENTO CHIM,CHIM ORGAN LAB,I-44100 FERRARA,ITALY

[2] UNIV FERRARA,CTR STRUTTURIST DIFFRATTOMETR,FERRARA,ITALY

[3] UNIV ZARAGOZA,ICMA,DEPT QUIM ORGAN,ZARAGOZA,SPAIN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1994年 / 14期

关键词：

D O I：

10.1039/c39940001731

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A complete reversal of diastereoselectivity (ds greater than or equal to 95%) in the addition of 2-lithiothiazole to L-serinal derived N-benzyl nitrone has been achieved by the change of the hydroxy and amino protective groups in the aldehyde moiety; the resultant epimeric 2-thiazolyl N-benzyl hydroxylamines were converted to C-2 epimer 2,3-diamino-4-hydroxybutanals via reductive dehydroxylation and thiazolyl-to-formyl conversion.

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页码：1731 / 1733

页数：3

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