Combined C–H Functionalization/Cope Rearrangement with Vinyl Ethers as a Surrogate for the Vinylogous Mukaiyama Aldol Reaction
Yajing Lian
Huw M. L. Davies
10.1021/ja2051155.s002
https://acs.figshare.com/articles/dataset/Combined_C_H_Functionalization_Cope_Rearrangement_with_Vinyl_Ethers_as_a_Surrogate_for_the_Vinylogous_Mukaiyama_Aldol_Reaction/2624518
Vinyl ethers selectively undergo the combined C–H functionalization/Cope rearrangement reaction via an s-cis/boat transition state. With chiral dirhodium catalysts, products are generated in a highly diastereoselective and enantioselective fashion. This reaction can be considered as a surrogate to the traditional vinylogous Mukaiyama aldol reaction. Effective kinetic resolution has been achieved, leading to the recovery of a cyclic vinyl ether with axial chirality of high enantiomeric purity.
2011-08-10 00:00:00
chiral dirhodium catalysts
enantiomeric purity
Vinylogous Mukaiyama Aldol ReactionVinyl ethers
cyclic vinyl ether
vinylogous Mukaiyama aldol reaction
enantioselective fashion
Vinyl Ethers