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Phosphine‐Mediated Dimerization of Conjugated Ene‐Yne Ketones: Stereoselective Construction of Dihydrobenzofurans
Author(s) -
Zhu ChengZhi,
Sun YaoLiang,
Wei Yin,
Shi Min
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201700031
Subject(s) - chemistry , phosphine , conjugated system , stereoselectivity , ene reaction , binap , combinatorial chemistry , asymmetric hydrogenation , enantioselective synthesis , catalysis , organic chemistry , polymer
A new strategy for the phosphine‐mediated dimerization of conjugated ene‐yne ketones to produce functionalized dihydrobenzofurans has been developed, affording diversified 4,5‐dihydrobenzofurans in moderate to excellent yields with high diastereoselectivities under mild conditions. This new synthetic method can tolerate a variety of functional groups and can be performed on a gram scale and in an asymmetric variant using the chiral phosphine Xyl‐BINAP to give the desired products with up to 94% ee .