Premium
Organocatalytic Asymmetric Cyanosilylation of Nitroalkenes
Author(s) -
Bernal Pablo,
Fernández Rosario,
Lassaletta José M.
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201001107
Subject(s) - thiourea , nitroalkene , bifunctional , cyanide , chemistry , catalysis , bifunctional catalyst , organocatalysis , derivative (finance) , hydrogen bond , organic chemistry , combinatorial chemistry , enantioselective synthesis , molecule , financial economics , economics
New catalyst, new reaction : The unprecedented cyanosilylation of nitroalkenes can be efficiently catalyzed by a bifunctional quinine derivative with tetraalkylammonium cyanide and thiourea moieties. The activation of the nitroalkene by hydrogen bonding to the thiourea, together with the presence of an “active” cyanide, provides a new mode of activation that leads to products in high yields and good selectivities (see scheme).
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom