Lithium diorganocuprates add across the triple bond of substituted and non-substituted acetylenic acetals and ketals to give dialkenylcuprates, which can be decomposed into alkoxyallenes or may be trapped with a variety of electrophiles, such as alkyl, alkenyl, alkynyl and aryl halides. They may also undergo conjugate addition to α-βunsaturated esters and ketones. The method is used for the synthesis
Asymmetric Cyclopropanation Using New Chiral Auxiliaries Derived from D-Fructose
作者:Jahyo Kang、Geun Jho Lim、Suk Kyoon Yoon、Moohi Yoo Kim
DOI:10.1021/jo00108a018
日期:1995.2
Acetals of alpha,beta-unsaturated aldehydes with 3-O-alkylated derivatives of 1,2-O-isopropylidene-beta-D-fructopyranose and 1,2-O-isopropylidene-beta-D-psicopyranose, which are readily available from D-fructose, were cyclopropanated with Et(2)Zn and CH2I2 with good diastereoselectivity. The effects of structure of the acetals on enantioselectivity were examined.
Bestmann, Hans Juergen; Ermann, Peter, Chemische Berichte, 1983, vol. 116, # 9, p. 3264 - 3266
作者:Bestmann, Hans Juergen、Ermann, Peter
DOI:——
日期:——
BESTMANN, H. J.;ROTH, K.;ETTLINGER, M., CHEM. BER., 1982, 115, N 1, 161-171
作者:BESTMANN, H. J.、ROTH, K.、ETTLINGER, M.
DOI:——
日期:——
ALEXAKIS, A.;COMMERCON, A.;COULENTIANOS, C.;NORMANT, J. F., TETRAHEDRON, 1984, 40, N 4, 715-731
作者:ALEXAKIS, A.、COMMERCON, A.、COULENTIANOS, C.、NORMANT, J. F.