Total synthesis of cis-sylvaticin |
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Authors: | Brown Lynda J Spurr Ian B Kemp Stephen C Camp Nicholas P Gibson Karl R Brown Richard C D |
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Institution: | School of Chemistry, University of Southampton, Highfield, Southampton, UK. |
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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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