Organic Letters 2009-12-03

Expedient construction of the Ziegler intermediate useful for the synthesis of forskolin via consecutive rearrangements.

Heping Ye, Gang Deng, Jun Liu, Fayang G Qiu

Index: Org. Lett. 11(23) , 5442-4, (2009)

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Abstract

The Ziegler intermediate, useful for the total synthesis of forskolin, was synthesized in 10 reaction steps starting from commercially available alpha-ionone. This highly efficient synthesis relies on the success of two consecutive highly regio- and stereoselective rearrangements. The current synthesis has not only established an efficient synthetic route to access the Ziegler intermediate but it has also paved a way to the structural optimization of forskolin.