Heterocyclic Communications p. 587 - 592 (2003)
Update date:2022-08-04
Topics:
Pati, Hari
LeBlanc, Regan
Lee, Moses
4-Acetoxynaphthalene-2-carboxylate esters and their corresponding benzofuran and benzothiophene esters are important synthetic intermediates for the preparation of analogs of CC-1065 and the duocarmycins. In this communication, an efficient method for the synthesis of the titled compounds using an Emmons-Horner reaction strategy is reported. As an alternative to the Stobbe condensation reaction, coupling of tert-butyl 3-ethoxycarbonyl-3- (phosphonodiethyl)propionate with a series of aromatic aldehydes, followed by acid promoted removal of the tert-butyl group and Friedel-Crafts reaction, produced the target compounds in good overall yields and of excellent quality.
View MoreShandong Xiangde Biotechnology Co., Ltd
Contact:+86 -15066639877
Address:Sanba street
Contact:86-574-26865651
Address:529 YuanBaoShan Road, Beilun District
Contact:+86+21-58956006 15800617331
Address:402 Room, 150# Cailun Road, Zhangjiang high tech park, Shanghai
Jintan Jinnuo Chemical Co., Ltd.
Contact:+86-519-80199901
Address:Room 1804, Building 1, Huacheng Business Plaza, Jintan, Jiangsu, China
Yancheng Creator Chemical Co., Ltd
Contact:0086-515-88710008 88710068 88710858 88710868
Address:No.21 Renming Road, Longgang Town, Yandu County,Yancheng City
Doi:10.1016/j.bmcl.2015.09.029
(2015)Doi:10.1021/ja01469a033
(1961)Doi:10.1021/jm00337a001
(1963)Doi:10.1007/BF01165901
(1996)Doi:10.1021/jm00349a006
(1982)Doi:10.1039/b815306j
(2009)
