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Author(s) |
Kanojia, S. V.; Chatterjee, S.; Gamre, S.; Chattopadhyay, S.; Sharma, A. (BOD)
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Source |
Tetrahedron, 2015. Vol. 71 (11): pp. 1732-1738 |
ABSTRACT
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An efficient asymmetric synthesis of the C22-trihydroxy fatty acid component of macroviracin A has been developed. The key steps were highly enantioselective (i) lipase-catalyzed acylation, (ii) InCl3-(S)-BINOL mediated allylation, and (iii) asymmetric dihydroxylation (ADH) reaction. The moderate diaster-eoselectivity of the ADH reaction was overridden by converting the resultant diol diastereomers to the required epoxide enantiomer. |
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