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Amine‐ and Sulfonamide‐Promoted Wittig Olefination Reactions in Water
Author(s) -
McNulty James,
McLeod David
Publication year - 2011
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.201101153
Subject(s) - wittig reaction , amine gas treating , chemistry , aldehyde , catalysis , iminium , sulfonamide , organic chemistry , aqueous medium , yield (engineering) , phosphonium salt , salt (chemistry) , aqueous solution , phosphonium , combinatorial chemistry , materials science , metallurgy
Amine‐promoted olefination : The reaction of a phosphonium salt and an aldehyde in water to yield alkenes with high E ‐configurational control is promoted by catalytic amounts of non‐basic amines in aqueous bicarbonate media (see scheme). Possible catalytic cycles involving imines and iminium intermediates are discussed.