Studies toward the unique pederin family member psymberin: full structure elucidation, two alternative total syntheses, and analogs

Y Feng, X Jiang, JK De Brabander

Index: Feng, Yu; Jiang, Xin; De Brabander, Jef K. Journal of the American Chemical Society, 2012 , vol. 134, # 41 p. 17083 - 17093

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Citation Number: 36

Abstract

Two synthetic approaches to psymberin have been accomplished. A highly convergent first generation synthesis led to the complete stereochemical assignment and demonstrated that psymberin and irciniastatin A are identical compounds. This synthesis featured a diastereoselective aldol coupling between the aryl fragment and a central tetrahydropyran core and a novel one-pot procedure to convert an amide, via intermediacy of a sensitive ...