2-amino-1-phenyl-propan-1,3-diol as chiral auxiliary. Application in the synthesis of cis 3-phthalimido-4-styryl-2-azetidinones

被引：16

作者：

Gunda, TE

Sztaricskai, F

机构：

[1] Research Group of Antibiotics, Hungarian Academy of Sciences, H-4010 Debrecen

来源：

TETRAHEDRON | 1997年 / 53卷 / 23期

关键词：

D O I：

10.1016/S0040-4020(97)00483-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3,4-cis-1-N-(1'-phenyl-1',3'-dihydroxy-2'-propyl)-3 -phthalimido-4-styrylazetidinones were obtained in optically pure form by chiral Staudinger reaction. The cis-alpha/beta-ratio could be influenced by: the protective groups of the diol moiety. Removal of the chiral auxiliarity could be accomplished by direct oxidation, or by previous double bond formation, thus the 2-amino-1-phenyl-propan-1,3-diol can be regarded to a generally useful chiral auxiliary. (C) 1997 Elsevier Science Ltd.

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页码：7985 / 7998

页数：14

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