Among various sesquiterpenoids, naturally occurring aromatic bisabolanes are components of many plant essential oils that possess a benzylic stereogenic centers.1 In particular, oxidized aromatic bisabolanes are attracting increasing attention because of their valuable biological activities.2 As for example, the rhizomes of Curcuma longa L. (Zingiberaceae)3 of turmeric is the source of many oxidized bisabolanes e.g. (+)-ar-turmerone (3a), (+)-dihydro-ar-turmerone (3b) etc. that are considered to be the anticancer constituents. The monocyclic aromatic bisabolane type sesquiterpene (+)-nuciferal (1b) was isolated from the wood oil of Torreya nucifera by Sakai, Nishimura and Hirose in 1965.4 Although, there are many reports on racemic approaches to these congeners,5 however, a catalytic asymmetric approach would be very much welcome to these targets having oxidized side chains, given their interesting biological profiles.

Rh(I)-Catalyzed Enantioselective Boronic Acid Addition onto (E)-crotonate: Concise Approach to Natural Bisabolane Based Sesquiterpenoids

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27th CRSI National Symposium in Chemistry

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