Journal of the American Chemical Society p. 337 - 342 (1980)
Update date:2022-07-29
Topics:
Bartlett, Paul A.
Adams, Jerry L.
A total synthesis of racemic Prelog-Djerassi lactone (1) has been achieved using the mercuric ion induced cyclization of aldehyde acid 12a to control the stereochemistry at C-2 and C-3.Demercuration of the product (14a) is selectively accomplished with sodium trithiocarbonate in methanol at -60 deg C, affording the Prelog-Djerassi lactone (1) and the 2-epi isomer 17 in 3.5:1 ratio after hydrolysis and oxidation.Demercuration with sodium borohydride, hydrolysis, and oxidation result in the 2-epi compound 17 almost exclusively.
View MoreGuanmat Optoelectronic Materials (Jiangxi) Inc.
Contact:0799-3609933
Address:Chishan Industrail Park, Pingxiang, Jiangxi PR China
Jinan Xinke Pharmaceutical Science and Technology Co., Ltd.
Contact:+86 13256107535
Address:No. 592 the first gangxing road
SEA BRGIHT INDUSTRY CO.,LIMITED
Contact:0086 755 8622 3990
Address:Rm 17B3,GuangCaiXinTianDi Bldg,GuiMiao Rd,NanShan District,Shenzhen,China
Shantou Baokang Pharmaceutical Co., Ltd.
Contact:+86-754-88873487
Address:5/F B Block Huangshan Bldg Huangshan Rd Shantou
shijiazhuang shuanglian chemical industry co.,ltd
Contact:0311-82190302
Address:Luquan Intersection , Shijiazhuang--Taiyuan Expressway，Shijiazhuang City
Doi:10.1002/ardp.19883211203
(1988)Doi:10.1002/ejic.200600280
(2006)Doi:10.1021/jo00204a006
(1985)Doi:10.1039/c39720000887
(1972)Doi:10.1016/j.bmcl.2007.04.046
(2007)Doi:10.1021/jm0706968
(2007)
