N-Heterocyclic carbene promoted enantioselective desymmetrization reaction of diarylalkane-bisphenols
Organic Chemistry Frontiers(2018)
摘要
An enantioselective NHC-catalyzed desymmetrization reaction of diarylalkane-bisphenols with aldehydes was reported with linear free energy relationships (LFERs) to correlate the enantioselectivities with the steric and electronic parameters. The reaction scope is substantial, and a wide range of aromatic and aliphatic aldehydes, as well as diarylalkane-bisphenols were tolerated under the reaction conditions. As a result, a series of diarylalkane-bisphenol products were generated with excellent reactivities and enantioselectivities (up to 99% yield and up to 98.7:1.3 er). Furthermore, the reaction can be scaled up, and the desired product can be easily converted to valuable structures.
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