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ChemInform Abstract: Enantioselective Synthesis of γ-Cyclohomocitral, Pallescensone, and Ancistrodial.

✍ Scribed by G. VIDARI; G. LANFRANCHI; F. MASCIAGA; J.-D. MORIGGI

Publisher
John Wiley and Sons
Year
2010
Weight
35 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis

Enantioselective Synthesis of γ-Cyclohomocitral, Pallescensone, and Ancistrodial.

-The key steps in the simple and efficient synthesis of the title compounds (VII), (VIII), and (X) are regio-and stereoselective dihydroxylation of the diene (II) and cyclization of the epoxy-allylsilane (IV). Based on this results the (S)-configuration is assigned to natural pallescensone, and the double bond of natural ancistrodial is found to have (E)-configuration.

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