CONVENIENT SYNTHESIS OF ALPHA-HETERO-SUBSTITUTED ACYLOXATHIANES

被引：6

作者：

BAI, X ^{[1
]}

ELIEL, EL ^{[1
]}

机构：

[1] UNIV N CAROLINA,DEPT CHEM,WR KENAN JR LABS,CHAPEL HILL,NC 27599

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 19期

关键词：

D O I：

10.1021/jo00045a031

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In contrast to simple esters, alpha-alkoxy, alpha-alkylthio, and alpha-dimethylamino esters react with lithiooxathiane 1-Li in good yield to give the corresponding alpha-functionalized 2-acetylhexahydro-4,4,7-trimethyl-4H-1,3-benzoxathiin 2. In some cases, mixtures of diastereomers (2, 2') are obtained. The reaction has been extended to alpha-methoxy- and alpha-[(triisopropylsilyl)oxy]propanoyl and alpha-(methylthio)butanoyl homologs which have chiral centers at C(alpha).

引用

页码：5162 / 5166

页数：5