Journal of Organic Chemistry p. 4251 - 4256 (1983)
Update date:2022-08-03
Topics:
Wilton, John H.
Doskotch, Raymond W.
A comparison was made of the products generated from lipiferolide (2) upon treatment with SOCl2, HCl, and BF3*Et2O.SOCl2 formed three epoxide-opened compounds, chlorhydrin 3 and two allylic alcohols, 4 and 5, three cyclization products of the guaianolide type, chloro compound 9 and olefins 1 and 10, as well as three novel bicyclo<6.2.0>decanes, 6, 7, and 8.HCl generated the epoxide-opened substances 3, 4, and 5 and guaianolides 1, 9, and 10, but no cyclobutane products.BF3*Et2O gave fluorohydrin 11 as the major component and ketone 12, xanthanolide 13, and epitulipinolide (4,5-deoxylipiferolide) as compounds not observed from the other reagents, along with small yields of allylic alcohol 4 and guaianolides 1 and 10.
View MoreContact:+86-0311-84455288-844
Address:Mayu Industrial Park, Jinzhou, Hebei, China.
Contact:+86-570-4336358
Address:No.87 Building,Tianqian,Sidu Town
Shanghai doly chemical Co.,Ltd
Contact:+86-21-34716221
Address:No.328,WuHe Roard,MinHang,ShangHai China
Shandong LuZhou Amino Acid Co., Ltd
Contact:86-539-2218025
Address:yishui economic and technical development zone zhenxing south road
A.M FOOD CHEMICAL CO., LIMITED
Contact:86-531-87100375
Address:20Floor，Bblock，1Building，pharma-valley，Jinan，China
Doi:10.1007/s11178-005-0180-4
(2005)Doi:10.1021/jo051685u
(2006)Doi:10.1016/S0040-4039(00)81891-2
(1983)Doi:10.1021/acs.joc.8b00343
(2018)Doi:10.1016/j.tca.2010.07.011
(2010)Doi:10.1021/jo051511c
(2006)
