Tetrahedron p. 4127 - 4140 (1984)
Update date:2022-08-05
Topics:
Bertrand, J.
Gorrichon, L.
Maroni, P.
Regio and stereochemistry in the addition of preformed magnesium and lithium ketone enolates (1 to 8) to α-enones (10 and 11) have been examined.When the substitution degree of the enolate is increased the formation of δ-diketone is favoured; neverthless a good efficiency in the synthesis of the γ-ethylenic β-ketols (1-2 addition) is obtained via bromomagnesium enolates (EMgX) under kinetic conditions.Lithium enolate (ELi) and, chiefly magnesium bienolate (E2Mg) give preferentially the Michael addition.Reversibility from 1-2 to 1-4 addition is commonly observed but the stereochemistry, if any, of the diastereoisomeric δ-diketones may be quite different when using EMgBr or E2Mg as starting enolates.
View MoreContact:021-50278900
Address:No.6,Room 201 ,Lane 299,bisheng road ,shanghai ,china
website:http://www.hybio.com.cn
Contact:+86 755 26588093
Address:No.9 Linkong West Street, Hengdian Street, Huangpi District, Wuhan City, China.
Contact:+86-512-69561895
Address:No.111, Building A4, 218 Xinghu Street, Suzhou Industrial Park, P. R. China
Changzhou Welton Chemical Co., Ltd,
Contact:0086-519-85910828,85920537,85912897
Address:No.8 Jinlong Road, Binjiang Park, Changzhou, Jiangsu, China.
Contact:+86-22-26358246
Address:601-4-20, Fujiayuan, Tiantai Road, Hebei District, Tianjin, China
Doi:10.1016/S0040-4039(01)81613-0
(1984)Doi:10.1016/j.bmcl.2007.08.018
(2007)Doi:10.1081/SCC-120014790
(2002)Doi:10.1021/ma102444t
(2011)Doi:10.1016/S0040-4039(00)98313-8
(1985)Doi:10.1016/0022-328X(85)87007-8
(1985)
