Journal of the Chemical Society. Perkin transactions I p. 1269 - 1276 (1996)
Update date:2022-07-30
Topics:
Bull, James R.
Loedolff, Michiel C.
Conjugate alkylation of 3-methoxyestra-1,3,5(10),15-tetraen-17-one 1 leads to 15β-alkyl 17-ketones 2 (Me, Et or Pri), which are converted, via palladium acetate-mediated dehydrosilylation of their derived silyl enol ethers, into the corresponding 15-alkyl Δ15-17-ketones 5. Conjugate alkylation of these intermediates results in formation of 15,15-dialkyl 17-ketones 10, which undergo stereoselective reduction with lithium aluminium hydride, and deprotection of C-3 to give 15,15-dialkyl analogues 12 of estradiol. Spectroscopic data are presented to demonstrate that substrates 1 and 5 undergo exclusive 15β-alkylation.
View MoreContact:+(852) 301-98033
Address:Flat C, 23/F, Lucky Plaza, 315-321 Lockhart Road, Wan Chai, Hong Kong
Shandong Hongxiang Zinc Co., Ltd
Contact:086-0311-66187879
Address:DaWang developing zone
website:http://www.sagechem.com
Contact:+86-571-86818502
Address:Room C1301, New Youth Plaza, 8 Jia Shan Road, Hangzhou, China
Contact:+1-973-357-0577
Address:10 Taft Rd.
website:http://www.tbbmed.com
Contact:86--21-50498136
Address:Room 6002, Building 7-1, No.160 Basheng Road,Pudong Area,Shanghai China
Doi:10.1016/0009-3084(94)90109-0
(1994)Doi:10.1246/bcsj.52.1115
(1979)Doi:10.1016/j.poly.2004.03.001
(2004)Doi:10.1039/c39790000663
(1979)Doi:10.1002/ardp.19793120605
(1979)Doi:10.1021/ja01331a029
(1933)
