STANNYLENE MEDIATED CHEMOSELECTIVITY .10. ALTERNATIVE SYNTHESES OF L-(-)-OLEANDROSE FROM L-RHAMNOSE PREPARATION OF GLYCALS

被引:33
作者
BREDENKAMP, MW
HOLZAPFEL, CW
TOERIEN, F
机构
[1] Department of Chemistry and Biochemistry, Randa Afrikaans University, Johannesburg, P.O. Box 524
关键词
D O I
10.1080/00397919208021642
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
L-Rhamnal (2) is prepared from L-rhamnose (3) by use of an improved generalized Fischer-Zach reaction. L-Rhamnal (2) is then converted to L-(-)-oleandrose (1) by stannylene mediated selective methylation and effective hydration. Benzyl alpha-L-oleandrose (12) is prepared by selective methylation and deoxygenation of L-rhamnose (3).
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页码:2459 / 2477
页数:19
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