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Asymmetric Organocatalytic 1,4‐Addition Reactions Starting from Enals with gem ‐Difluoroalkyl Side Chains
Author(s) -
Khalaf Ali,
Grée Danielle,
Abdallah Hassan,
Jaber Nada,
Hachem Ali,
Grée René
Publication year - 2013
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.201201427
Subject(s) - chemistry , organocatalysis , side chain , catalysis , enantioselective synthesis , organic chemistry , ether , combinatorial chemistry , stereochemistry , polymer
gem ‐Difluoroenals are excellent substrates for asymmetric organocatalytic 1,4‐additions of thiols and anilines. By using diarylsilylprolinol ether as a catalyst, good to excellent yields with ee values in the same range (up to 98 %) were obtained. The CF 2 R group strongly activates the enals towards these organocatalytic additions.