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A Room-Temperature Catalytic Asymmetric Synthesis of Allenes with ECNU-Phos

Yuli Wang, Wanli Zhang and Shengming Ma*

*State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China, Email: masmsioc.ac.cn

Y. Wang, W. Zhang, S. Ma, J. Am. Chem. Soc., 2013, 135, 11517-11520.

DOI: 10.1021/ja406135t (free Supporting Information)


Abstract

The combination of [(π-allyl)PdCl]2 with [(R)-ECNU-Phos], a new chiral bisphosphine ligand based on a biphenyl skeleton, demonstrates high enantioselectivity in a catalytic asymmetric carbonylation of readily available racemic propargylic carbonates to access optically active 2,3-allenoates.

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Key Words

α,β-unsaturated esters, allenes


ID: J48-Y2013