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Letter

A General Approach Toward Bakkanes: Short Synthesis of (±)-Bakkenolide-A (Fukinanolide)^†

Supporting Info

D. Srinivasa Reddy^‡

Department of Medicinal Chemistry, 1251 Wescoe Hall Drive, Malott Hall, Lawrence, Kansas 66045-7582

Org. Lett., 2004, 6 (19), pp 3345–3347

DOI: 10.1021/ol048726d

Publication Date (Web): August 19, 2004

†

Dedicated to Professor Goverdhan Mehta.

‡

Present address: Discovery Research, Dr. Reddy's Laboratories Ltd., Bollaram Road, Miyapur, Hyderabad 500 049, A.P., India.

, dsreddy88@yahoo.com

Abstract

An efficient, general, and fully stereocontrolled approach to the family of bakkanes is disclosed. This route highlights a highly diastereoselective Diels−Alder/aldol sequence to furnish the common hydrindane precursor for the synthesis of bakkanes. The projected common intermediate was transformed to the (±)-bakkenolide-A in a short sequence.

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History

Published In Issue September 16, 2004
Received July 5, 2004

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Letter

A General Approach Toward Bakkanes: Short Synthesis of (±)-Bakkenolide-A (Fukinanolide)^†