Total Synthesis of Asperphenins A and B

Organic Letters
Jia-Lei YanTao Ye

Abstract

The first total synthesis of asperphenins A and B has been accomplished in a concise, highly stereoselective fashion from commercially available materials (15 steps, 9.7% and 14.2% overall yields, respectively). The convergent route featured the judicious choice of protecting groups, fragment assembly strategy and a late-stage iron-catalyzed Wacker-type selective oxidation of an internal alkene to the corresponding ketone.

References

Nov 25, 2005·Angewandte Chemie·Arkady KrasovskiyPaul Knochel
Jun 17, 2008·Organic Letters·Zhengtao LiZhen Yang
Mar 21, 2012·Angewandte Chemie·Nicholas R Babij, John P Wolfe
Jan 24, 2014·Beilstein Journal of Organic Chemistry·Tapan SahaShital K Chattopadhyay
May 20, 2014·Angewandte Chemie·Honghui LeiTao Ye
Dec 17, 2014·Chemical Communications : Chem Comm·Shiwei QuTao Ye
May 27, 2016·Journal of the American Chemical Society·Jingjing ZhouTao Ye
Feb 6, 2017·Chemistry : a European Journal·Yi-An GuoTao Ye

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Citations

Feb 7, 2020·Natural Product Reports·Anthony R CarrollMichèle R Prinsep

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