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June 9, 2005Organic Letters103 citations

Highly Regioselective, Catalytic Asymmetric Reductive Coupling of 1,3-Enynes and Ketones

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KMKaren M. MillerTJTimothy F. Jamison

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Abstract

reaction: see text Highly regioselective, catalytic asymmetric reductive coupling reactions of 1,3-enynes and ketones have been achieved using catalytic amounts of Ni(cod)(2) and a P-chiral, monodentate ferrocenyl phosphine ligand. These couplings represent the first examples of catalytic, intermolecular reductive coupling of alkynes and ketones, enantioselective or otherwise, and afford synthetically useful 1,3-dienes possessing a quaternary carbinol stereogenic center in up to 70% ee.

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Miller et al. (2005) studied this question.

synapsesocial.com/papers/69d95ed05e5bcb4e3b835d85https://doi.org/10.1021/ol051075g
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