Premium
Acylzirconocene Chloride as an “Unmasked” Acyl Anion
Author(s) -
Harada Susumu,
Taguchi Takeo,
Tabuchi Nobuhito,
Narita Kensuke,
Hanzawa Yuji
Publication year - 1998
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19980703)37:12<1696::aid-anie1696>3.0.co;2-p
Subject(s) - reagent , alkene , chloride , yield (engineering) , chemistry , alkyne , acyl group , acyl chloride , acylation , ion , medicinal chemistry , lewis acids and bases , nucleophilic acyl substitution , organic chemistry , group (periodic table) , catalysis , materials science , metallurgy
Under mild conditions the acyl group of acylzirconocene chloride 1 formed from an alkene or alkyne and [(C 5 H 5 ) 2 ZrHCl] reacts as an “unmasked” acyl anion. The Lewis acid mediated reactions with aldehydes that yield α ‐ketol products in high yields demonstrate the versatility of this reagent for C–C coupling.