ISSN:
0009-2940
Keywords:
Cuprates, organo-
;
Enynes, acceptor-substituted
;
Addition, regioselectivity of
;
anti-Michael addition
;
Protonation, regioselectivity of
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Acceptor-substituted enynes 1 react with lithium tert-butyl-cyanocuprate [tBuCu(CN)Li] in THF to afford anti-Michael adducts 3. The formation of the isomeric side products 4 can be suppressed by regioselective protonation of the organometallic intermediates with ethanol at -80°C. Evidence for radical intermediates or electron-transfer steps in these reactions could not be obtained.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19941270833