Organocatalytic site- and stereoselective 1,6-additions of N-aryl-3-oxobutanamides to propargylic aza-p-quinone methides?
Organic Chemistry Frontiers Pub Date: 2020-09-24 DOI: 10.1039/D0QO00888E
Abstract
A chiral phosphoric acid catalyzed site-selective 1,6-conjugate addition of N-aryl-3-oxobutanamides to in situ formed propargylic aza-p-quinone methides from propargylic alcohols has been established and this represents the first report on organocatalytic site- and stereoselective 1,6-conjugate addition of propargylic aza-para-quinone methides. Furthermore, the synthetic strategy enables the formation of diarylmethyl alkynes bearing vicinal quaternary and tertiary carbon stereocenters in high yields with high asymmetric induction.
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Journal Name：Organic Chemistry Frontiers
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CAS no.: 89640-58-4
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