Journal of Organic Chemistry p. 3767 - 3774 (1985)
Update date:2022-07-29
Topics:
Dauben, William G.
Saugier, R. Kent
Fleischhauer, Ilona
A stereospecific synthesis of the basic crassin acetate nucleus, erythro-1-(hydroxymethyl)-14-hydroxy-4,8,12-trimethylcyclotetradeca-(E,E,E)-3,7,11-triene, has been achieved.Stereospecific syntheses of the two precursors to this ring system, (E,E)-3,7-dimethyl-9-(phenylthio)nona-3,7-dienal and (E)-2,8-bis(trimethylsiloxy)-2,7-dimethyloct-6-en-3-one, have been developed.These moieties were combined via an aldol condensation to yield erythro-9-hydroxy-10-<1-oxo-2-methyl-2-(trimethylsiloxy)propyl>-1-(phenylthio)-14-(trimethylsiloxy)-3,7,13-trimethyltetradeca-(E,E,E)-2,6,12-triene which, in a series of reactions, was cyclized to the titled 14-membered ring system.
View MoreSPRING CHEMICAL INDUSTRY CO.,LTD
Contact:86-187-66672125
Address:linchi industry park.zouping
Zibo Xiaoguang Chemical Material Co., Ltd
Contact:15954099116
Address:Boshan Development Zone
ShangHai Soyoung Biotechnology Inc
website:http://www.soyoungbio.com
Contact:+86-21-69893009
Address:shanghai
shijiazhuang alkay chemicals co..ltd(expird)
Contact:86-311-67692035
Address:2601,juntang building,qiaodong district,shijiazhuang
Contact:+86-18653358619
Address:zibo
Doi:10.1016/S0040-4020(01)96402-6
(1985)Doi:10.1016/S0040-4039(00)81807-9
(1983)Doi:10.1016/j.bmcl.2007.01.098
(2007)Doi:10.1039/c4ra03865g
(2014)Doi:10.1016/j.poly.2005.07.019
(2006)Doi:10.1021/jo9015858
(2009)