Tetrahedron p. 5883 - 5900 (1992)
Update date:2022-08-04
Topics:
Celli, Angela M.
Scotton, Mirella
Sega, Alessandro
The hetero-Diels-Alder reaction of 1-oxabutadienes 1a-c bearing electron-withdrawing groups with ethyl vinyl ether and 2,3-dihydrofuran gave the functionalized 5,6-dihydro-4H-pyrans 2a-c, 4c and 4H-4a,5,6,6a-tetrahydrofuro<2,3-b>pyrans 5a-c and 6c.Cycloadducts 2a and 4c easily rearranged to furo<2,3-b>furans 3a, 3c and 9c and cycloadducts 5a and 6c to difuro<2,3-b:3',4'-d>furans 7a, 7c and 8c.The stereochemistry of the compounds 5c and 7a was determined by single crystal X-ray analysis.Relative configurations of the other compounds were established by nOe data.Some aspects of the reaction mechanisms are discussed. Key Words: furo-furans, furo-pyrans, hetero-Diels-Alder, nOes.
View MoreChengdu Chengnuo New-Tech Co., Ltd
Contact:0086-028-85749078
Address:4 Jiuyang road,Jiulong industrial port,Chengdu, China
Hangzhou GreenCo Science & Technology Co., Ltd.
Contact:86-571-88257303
Address:1713 Room,Jingui Building,Gudun Road,Xihu District,Hangzhou,China
Xinji City Taida Sinopec Co., Ltd.
Contact:0086-311-85341278
Address:No.6, Nanhua Road,Xinji City Road,Hebei Province,China
Hunan Zhongqi Pharmaceutical Co., Ltd
website:http://www.hnzqzy.com
Contact:0730-8722288 13807308622
Address:Wanjiafan Road ,Yueyang Economic And Technological Development Zone ,Hunan,PRC
WEIFANG RICHEM INTERNATIONAL LTD
Contact:86-536-2222176
Address:weifang,shandong
Doi:10.1016/S0040-4020(01)86311-0
(1993)Doi:10.1021/jo400342y
(2013)Doi:10.1016/j.tet.2013.03.052
(2013)Doi:10.1016/j.catcom.2013.03.012
(2013)Doi:10.1016/j.tet.2013.03.059
(2013)Doi:10.1016/S0040-4039(00)92532-2
(1992)