RHIZOXIN SYNTHETIC STUDIES .2. SYNTHESIS OF THE LEFT HAND [C(10) TO C(19)] AND POLYENE FRAGMENTS

被引:32
作者
PROVENCAL, DP [1 ]
GARDELLI, C [1 ]
LAFONTAINE, JA [1 ]
LEAHY, JW [1 ]
机构
[1] UNIV CALIF BERKELEY,DEPT CHEM,BERKELEY,CA 94720
关键词
D O I
10.1016/0040-4039(95)01194-M
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The syntheses of the central core and the polyene fragments of the antitumor macrolide rhizoxin have been achieved in an efficient manner. The core has been prepared in enantiopure form via an asymmetric allylation/aldol protocol. The selective oxidation of dienes was studied and realized in fair yield to generate the requisite aldol precursor. The oxazole polyene fragment was generated in six steps from serine.
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页码:6033 / 6036
页数:4
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