Beyond the Roche Ester: A New Approach to Polypropionate Stereotriad Synthesis

作者:Foley Corinne N; Leighton James L*
来源:Organic Letters, 2014, 16(4): 1180-1183.
DOI:10.1021/ol500051e

摘要

An efficient, step-economical, and scalable approach to the synthesis of polypropionate stereotriads has been developed. Either 2-butyne or propyne is subjected to rhodium-catalyzed silylformylation and in situ crotylation of the resulting aldehydes. Tamao oxidation under either "standard" conditions or "aprotic" conditions then delivers the completed stereotriads in a three-step, two-pot sequence. In contrast to the classical Roche ester approach, the alpha-stereocenter is obtained for "free."

  • 出版日期2014-2-21