Journal of Organic Chemistry p. 5885 - 5894 (1988)
Update date:2022-07-29
Topics:
Pratt, Daniel V.
Hopkins, Paul B.
A stereocontrolled synthesis of (+/-)-3, a model for the stereochemically complex naturally occurring phytotoxins 1, 2, and 6, is reported.The synthesis relies upon the steric bias of a cis decalone skeleton for the establishment of appendage stereochemistry.The tricyclic bromo enone 9 prepared in five steps from methoxybenzoquinone was converted in nine steps to the dione 37.Ten additional steps were required to transform 37 to cis decalone 48.As predicted by molecular mechanics calculations, the cis decalone 48 was equilibrated essentially quantitatively to trans decalone 49 on exposure to base.Deprotection of 49 afforded (+/-)-3, the structure of which was proven by single-crystal X-ray analysis.
View MoreContact:+86-27-85733560
Address:NO.308,QINGNIAN RD.,WUHAN,CHINA
website:http://www.simagchem.com
Contact:+86-592-2680277
Address:21/F Hualong Office Building,No.6 Hubin East Road, Xiamen,China
Goldwills Pharmaceuticals Co., Ltd.
Contact:0916-2237889 13991621155
Address:North Suburb of Hanzhong city, Shaanxi Province
Qingdao Pana-Life Biochem Co.,Ltd.
Contact:86-532-87683902
Address:No.967 Dalao Road, Licang Zone, Qingdao City,Shandong, China 266021
Yibin Hope Pharmaceutical Co., Ltd.
Contact:+86-831-5109851 86-831-5109836
Address:Luolong Industrial Zone,Nanxi, Yibin City, Sichuan, China. | Email: wishmarketing@gmail.com | Website: http://www.hopepharma.cc/
Doi:10.1002/adsc.201100267
(2011)-2)>2>
Doi:10.1016/0022-328X(87)80262-0
(1987)Doi:10.1134/S1070363208030092
(2008)Doi:10.1039/b817070c
(2009)Doi:10.1016/S0040-4039(00)95629-6
(1987)Doi:10.1021/jo01064a609
(1961)