Bulletin of the Chemical Society of Japan p. 689 - 696 (1987)
Update date:2022-08-04
Topics:
Tsuboi, Sadao
Fukumoto, Hirohumi
Wada, Hiroshi
Takeda, Akira
Fukuyama, Keiichi
Reactions of glutaric anhydride and methyl- or phenyl-substituted ones with (α-alkoxycarbonylethylidene)triphenylphosphorane (2a, ethoxy; 2b, t-butoxy) gave the corresponding 6-alkoxycarbonyl-5-hepten-5-olides (3) and 6-alkoxycarbonyl-4-hepten-5-olides in good yields.The reaction proceeded highly stereoselectively to give (E)-3.The stereochemistry of 3 was determined by an X-ray crystallographic analysis.The reaction of adipic anhydride with 2a afforded 7-ethoxycarbonyl-5-octen-6-olide, 7-ethoxycarbonyl-5,6-octadienoic acid, and (4E,6E)-7-ethoxycarbonyl-4,6-octadienoic acid.A treatment of nonanedioic anhydride with 2a gave 10-ethoxycarbonyl-8,9-undecadienoic acid, (7E,9E)-10-ethoxycarbonyl-7,9-undecadienoic acid, and diethyl 2-methyl-2,4-undecadienedioate in low yields.
View MoreFOSHAN NANHAI ZHONGNAN PHARMACEUTICAL FACTORY
Contact:0086-0757-85609331
Address:XIAHENGTIAN INDUSTRIAL ZONE,SHAYONG VILLAGE,LISHUI TOWN
Contact:+65 9658 0999
Address:26 Sin Ming Lane, Midview City, #05-118, Singapore 573971
Contact:+86-21-61318535
Address:Building 29,No.2139 Xizha Road, Fengxian District, Shanghai
Nanjing Chemzam Pharmtech Co., Ltd.
Contact:+86-25-86462165,+86-13915979898
Address:C5-1,6 Maiyue Road,Maigaoqiao,Nanjing,Jiangsu,China
Henan Techway Chemical Co.,Ltd.
website:http://www.techwaychem.com
Contact:+86-371-66380080
Address:No.27 Shunhe Road,
Doi:10.1016/S0040-4020(01)91932-5
(1983)Doi:10.1021/om050906j
(2006)Doi:10.1021/jo01368a006
(1954)Doi:10.1021/jp055465w
(2006)Doi:10.1002/anie.200502905
(2005)Doi:10.1016/S0022-328X(00)99243-X
(1983)