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First total synthesis of (+)-crassalactone A

✍ Scribed by V. Shekhar; D. Kumar Reddy; V. Suresh; D. Chanti Babu; Y. Venkateswarlu

Book ID
104097241
Publisher
Elsevier Science
Year
2010
Tongue
French
Weight
245 KB
Volume
51
Category
Article
ISSN
0040-4039

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✦ Synopsis

A simple and highly efficient first total synthesis of cytotoxic (+)-crassalactone A starting from (R)-mandelic acid is described. The strategy involves the osmium tetroxide-catalyzed cis-hydroxylation and the stereoselective addition of ethyl lithiopropiolate to a chiral aldehyde intermediate as key steps.

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