Journal of Organic Chemistry p. 3461 - 3464 (1980)
Update date:2022-08-04
Topics:
Snider, Barry B.
Duncia, John V.
2,6-Dimethyl-2,7-octadienal (1) undergoes a BF3-catalyzed reaction to give exo-4,8-dimethyl-2-oxabicyclo-<3.3.1>non-3-ene (4) in 49percent yield.Adduct 4 is probably formed by a Lewis acid catalyzed inverse-electron-demand Diels-Alder reaction in which the α,β-unsaturated aldehyde functions as the diene.Upon pyrolysis of 1 at moderate temperatures (ca. 370 deg C), a 1:4:1 kinetically controlled mixture of Diels Alder adduct 2 and cis substituted ene adducts 14 and 15 are formed.At higher temperatures (405 deg C), complex mixtures of Diels-Alder adducts 2, 4, and 9 and ene adducts 14-18 are formed.
View MoreJiangXi Keyuan Biopharma Co., LTD.
Contact:+86-563-6833666
Address:Guangde Fine Chemical Zone, Anhui Province, China
Contact:+86-0512-88957371
Address:shanghai
Taimai Sanluck Pharmaceutical Co.,Ltd
Contact:86-592-7662921
Address:8D,No.186,Huarong Road,Huli,Xiamen,China
Nantong LiKai Chemical Co.,Ltd
Contact:+86-513-89068669
Address:Jincheng Science Park
shanghai hekang chemical co.ltd
Contact:021-54173790
Address:328 WuHe Road, Building #A, 2nd Floor, Minhang, Shanghai 201109, China
Doi:10.1016/S0040-4039(01)81825-6
(1981)Doi:10.1016/j.tetlet.2004.09.060
(2004)Doi:10.1016/j.bmc.2004.02.014
(2004)Doi:10.1021/jo010867v
(2002)Doi:10.1002/chem.200801932
(2009)Doi:10.1002/1521-3773(20021104)41:21<4052::AID-ANIE4052>3.0.CO;2-W
(2002)
