立体选择性全合成一种强效天然抗真菌化合物 (6S)-5,6,二氢-6-[(2R)-2-羟基-6-苯基己基]-2H-吡喃-2-酮。
Stereoselective total synthesis of a potent natural antifungal compound (6S)-5,6,dihydro-6-[(2R)-2-hydroxy-6-phenyl hexyl]-2H-pyran-2-one.
机构信息
Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad 500 007, India.
出版信息
Bioorg Med Chem Lett. 2009 Nov 15;19(22):6396-8. doi: 10.1016/j.bmcl.2009.09.063. Epub 2009 Sep 19.
PMID:19811917
Abstract
A practical stereoselective synthesis of (6S)-5,6,dihydro-6-[(2R)-2-hydroxy-6-phenyl hexyl]-2H-pyran-2-one, a potent natural antifungal compound, is described. The sequence involves diastereoselective iodine-induced electrophilic cyclization, epoxide ring opening with a vinyl Grignard reagent and ring closing metathesis (RCM) as the key steps.
摘要
描述了一种（6S）-5,6,二氢-6-[(2R)-2-羟基-6-苯基己基]-2H-吡喃-2-酮的实用立体选择性合成方法，该化合物是一种有效的天然抗真菌化合物。该序列包括立体选择性碘诱导的亲电环化、环氧开环与乙烯基格氏试剂以及闭环复分解（RCM）作为关键步骤。
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