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Total Synthesis of (+)‐Pleuromutilin
Authors:Neal J. Fazakerley  Dr. Matthew D. Helm  Prof. David J. Procter
Affiliation:School of Chemistry, The University of Manchester, Oxford Road, Manchester, M13 9PL (UK), Fax: (+44)?161‐275‐4939
Abstract:
The first enantiospecific total synthesis of the antibacterial natural product (+)‐pleuromutilin has been achieved. The approach includes the synthesis of a non‐racemic cyclisation substrate from (+)‐trans‐dihydrocarvone, a highly selective SmI2‐mediated cyclisation cascade, an electron transfer reduction of a hindered ester, and the first efficient conversion of (+)‐mutilin to the target.
Keywords:natural products  pleuromutilin  radicals  samarium  total synthesis
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