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Total synthesis of cis-sylvaticin
Authors:Brown Lynda J  Spurr Ian B  Kemp Stephen C  Camp Nicholas P  Gibson Karl R  Brown Richard C D
Institution:School of Chemistry, University of Southampton, Highfield, Southampton, UK.
Abstract:An asymmetric total synthesis of (+)-cis-sylvaticin is described. Key steps include the use of permanganate-mediated oxidative cyclization of 1,5-dienes to synthesize the two major fragments 2 and 3 and a catalytically efficient tethered RCM to unite these THF-containing fragments. In addition, t-BuP 4 base was found to reliably promote rapid alkylation of the butenolide precursor fragment 4.
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