Journal
ORGANIC LETTERS
Volume 5, Issue 14, Pages 2417-2420Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol034560p
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- NIGMS NIH HHS [GM 56059] Funding Source: Medline
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graphic An N-heterocyclic carbene copper chloride (NHC-CuCl) complex (2) has been prepared and used to catalyze the conjugate reduction of alpha,beta-unsaturated carbonyl compounds. The combination of catalytic amounts of 2 and NaOt-Bu with poly(methylhydrosiloxane) (PMHS) as the stoichiometric reductant generates an active catalyst for the 1,4-reduction of tri- and tetrasubstituted alpha,beta-unsaturated esters and cyclic enones. The active catalytic species can also be generated in situ from 1,3-bis(2,6-di-isopropylphenyl)-imidazolium chloride (1) CuCl2.2H(2)O in the presence of NaOt-Bu and PMHS.
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