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Tetrahedron letters

Rhizoxin synthetic studies. 2. Synthesis of the left hand [C (10) to C (19)] and polyene fragments

DP Provencal, C Gardelli, JA Lafontaine, JW Leahy

文献索引:Provencal, David P.; Gardelli, Cristina; Lafontaine, Jennifer A.; Leahy, James W. Tetrahedron Letters, 1995 , vol. 36, # 34 p. 6033 - 6036

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被引用次数: 37

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.