Publisher： John Wiley & Sons Inc
E-ISSN： 1521-3757|127|29|8658-8661
ISSN： 0044-8249
Source： ANGEWANDTE CHEMIE, Vol.127, Iss.29, 2015-07, pp. : 8658-8661
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Abstract
AbstractLimonoids are highly oxygenated C13α‐triterpenes and common secondary metabolites. Several hundred congeners have been isolated to date. The first total synthesis of (±)‐limonin, the flagship congener of the limonoids, is now reported and features 1) a tandem radical cyclization generating the BCD ring system with the C13α configuration that is essential to the limonoids and a Robinson annulation to construct the limonoid androstane framework, 2) a singlet‐oxygen cycloaddition and a Baeyer–Villiger oxidation to synthesize the highly oxidized D ring, and 3) a Suárez reaction to construct the unique AA′ ring system.
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ANGEWANDTE CHEMIE INTERNATIONAL EDITION, Vol. 54, Iss. 29, 2015-07 ,pp. :
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