Total synthesis of (+)-α-onocerin in four steps via four-component coupling and tetracyclization steps

Y Mi, JV Schreiber, EJ Corey

文献索引：Mi, Yuan; Schreiber, Juerg V.; Corey Journal of the American Chemical Society, 2002 , vol. 124, # 38 p. 11290 - 11291

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被引用次数: 83

摘要

A remarkably short (four steps, 31% overall yield) enantioselective synthesis of the structurally unique C 2-symmetric tetracyclic triterpene (+)-α-onocerin (1) has been developed. The brevity of this mechanism depends on the assembly of four fragments (two molecules of a chiral epoxy ketone and two molecules of vinyllithium) to generate the chiral bis-epoxide 4 in one step, and on the efficient formation of all four carbocyclic rings in one ...