Asymmetric Assembly of All-Carbon Tertiary/Quaternary Nonadjacent Stereocenters through Organocatalytic Conjugate Addition of α-Cyanoacetates to a Methacrylate Equivalent.
CHEMISTRY-A EUROPEAN JOURNAL（2016）
Abstract
An efficient, highly diastereo- and enantioselective assembly of acyclic carbonyl fragments possessing nonadjacent all-carbon tertiary/quaternary stereoarrays is reported based on a BrOnsted base catalyzed Michael addition/-protonation sequence involving -cyanoacetates and 2,4-dimethyl-4-hydroxypenten-3-one as novel methacrylate equivalent.
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Key words
asymmetric organocatalysis,BrOnsted bases,Michael reactions,quaternary stereocenters,stereoselective protonation
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