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Preparation of Chiral Multifunctional Thiourea–Phosphanes and Synthesis of Chiral Allylic Phosphites and Phosphane Oxides through Asymmetric Allylic Substitution Reactions of Morita–Baylis–Hillman Carbonates
Author(s) -
Deng HongPing,
Shi Min
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201101365
Subject(s) - allylic rearrangement , chemistry , thiourea , substitution reaction , catalysis , organic chemistry , enantioselective synthesis , substitution (logic) , medicinal chemistry , computer science , programming language
We developed a synthetic method to prepare chiral multifunctional thiourea–phosphane catalysts for the asymmetric allylic substitution reaction of Morita–Baylis–Hillman carbonates with diphenyl phosphite or diphenylphosphane oxide to give allylic phosphites and allylic phosphane oxides in high yields with excellent enantioselectivity.