Tetrahedron p. 1593 - 1598 (1980)
Update date:2022-07-31
Topics:
Cherest
The addition of allyl and butenyl Grignard reagents to 4-t-butylcyclohexanone affords a greater proportion of the equatorial alcohols than is formed from the corresponding saturated Grignard reagents (propyl and s-butyl). In the case of the allyl Grignard reagent, the equatorial alcohol is the major product. Lithium aluminium hydride reduction in ether at 0° of cis and trans 4-t-butyl-2-methyl-cyclohexanone and cis and trans 4-t-butyl-2-chlorocyclohexanone affords mixtures of epimeric alcohols in ratios of equatorial to axial OH 8.4:1, 20:1, 4.2:1, and >70:1 respectively. These results fit in well with the view that polar interactions and torsional strain are both important in determining the steric course of the reaction.
Jiangxi Dongbang Pharmaceutical Co., Ltd.
Contact:+86-795-4433603, 4433388
Address:Fengxin Industrial Park, Fengxin County, Jiangxi Province, P.R.C
AUSHUN PHARMACEUTICAL TECHNOLOGY CO,.LTD
Contact:+86-25-86883560 15951806178
Address:14 Dayingbi, Zhujiang Rd. East, Nanjing, Jiangsu, China.
Jiangyin Tenghua Import&Export Co.,Ltd.
Contact:+86-510-86263875
Address:Room 402-B,9 Yanling Road, Jiangyin,Jiangsu, China
Wuxi D-Stone International Co., Ltd.
Contact:+86-510-82740567
Address:21F Hengtong Int'l Centre, 215Zhongshan Road, Wuxi, Jiangsu,China
Hebei Tianxiang Biological & Pharmaceutical Co., Ltd
Contact:86-0312-6615158
Address:No 42 fazhan street qingyuan county
Doi:10.1016/j.tet.2004.06.019
(2004)Doi:10.1016/S0040-4039(00)78661-8
(1980)Doi:10.1039/c39800000746
(1980)Doi:10.1016/j.tetlet.2004.06.081
(2004)Doi:10.1142/S1088424610001842
(2010)Doi:10.1016/j.bmc.2019.07.030
(2019)
