Nickel-Catalyzed Desymmetric Reductive Cyclization/Coupling of 1,6-Dienes: An Enantioselective Approach to Chiral
Tian-Yuan Zhao1, Li-Jun Xiao1, Qi-Lin Zhou1
1College of Chemistry, Nankai University, State Key Laboratory and Institute of Elemento-Organic Chemistry, Tianjin, 300071, China.
Abstract:
We have developed a nickel-catalyzed desymmetric reductive cyclization/coupling of 1,6-dienes. The reaction provides an efficient method for constructing a chiral tertiary alcohol and a quaternary stereocenter by a single operation. The method has excellent diastereoselectivity and high enantioselectivity, a broad substrate scope, as well as good tolerance of functional groups. Preliminary mechanism studies show that alkyl nickel(I) species are involved in the reaction.
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