Chiral silver phosphate-catalyzed cycloisomeric kinetic resolution of α-allenic alcohols

Journal of the American Chemical Society
Yan WangRan Hong

Abstract

A kinetic resolution of α-allenic alcohols is realized through chiral silver phosphate-catalyzed cycloisomerization with high stereoselectivity (selectivity factor up to 189) and tolerance of a variety of functional groups. A mechanistic model is proposed to interpret the origin of the high stereoselectivity and broad substrate scope.

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Citations

Mar 29, 2014·Chemical Society Reviews·María Paz Muñoz
Nov 5, 2016·Organic Letters·Rama Rao Tata, Michael Harmata
Apr 29, 2016·Chemistry : a European Journal·John T R LiddonWilliam P Unsworth
Jul 29, 2015·Chemical Communications : Chem Comm·Midori Nagamoto, Takahiro Nishimura
Nov 15, 2012·Chemical Communications : Chem Comm·Jian Lv, Sanzhong Luo
Jun 5, 2020·Chemical Communications : Chem Comm·Yui KondoHirohisa Ohmiya
Aug 9, 2012·Chemical Communications : Chem Comm·Leleti Rajender Reddy
May 10, 2012·Organic & Biomolecular Chemistry·Alejandro ParraJosé Alemán
Jan 18, 2013·Organic & Biomolecular Chemistry·Chicco Manzuna Sapu, Jan Deska
Jul 4, 2012·Journal of the American Chemical Society·Zhigang Yang, Jianrong Zhou
Oct 22, 2014·The Journal of Organic Chemistry·Matthew G LauerKevin H Shaughnessy
Dec 15, 2016·Chemical Reviews·Hélène Pellissier
Apr 18, 2012·Organic Letters·Yizhong Wang, Joseph M Ready
Sep 22, 2021·Chemical Communications : Chem Comm·Junjie FanShengming Ma
Dec 4, 2021·Chemical Reviews·Jennifer L KennemurBenjamin List

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