Journal of the Chemical Society. Chemical communications p. 1637 - 1639 (1989)
Update date:2022-08-02
Topics:
Barlow, Michael G.
Tajammal, Sabiha
Tipping, Anthony E.
Reaction of furan with the dialkynyl ester (CF3C<*>C)2CPhOCOPh (1a) in dichloromethane at 50 deg C affords a mixture of four 1:1 adducts, the (Z)-isomer of triene (4a) (major product), diketone (5a), and benzopentacyclononenes (3) and (6), via the common intermediate 2-benzoyloxy-2-phenyl-4,10-bis(trifluoromethyl)-7-oxapentacyclo<4.4.0.0 1,3 .0 5,9 .0 8,10 >dec-3-ene (9) formed from the bis Diels-Alder adduct by intramolecular ( ? 2 s + ? 2 s + ? 2 s ) cycloaddition followed by retro-cleavage of furan; the corresponding reaction with the ester (CF3C<*>C)2CMeOCOMe (1b) gives analogously diketone (5b) (major product) and a mixture of the (E)- and (Z)-isomers of triene (4b), a rearranged furan-dialkyne 2:1 adduct (7) or (8) also being formed.
View Morewebsite:http://www.synchemie.com/
Contact:+86-574-87642758
Address:Room 901, Yinyi Bund Building， 132 Renmin Road
Contact:410-273-7300; 800-221-3953
Address:4609 Richlynn Dr., PO Box 369, Belcamp, MD, 21017-0369, USA
Neworld Chemical Co., Ltd Shanghai(expird)
Contact:+86-21-62202658
Address:11F, Blvd 2, No. 1969 PuXing Rd, Shanghai
Anhui Dexinjia Biopharm Co., Ltd
Contact:+86-531-82375818
Address:9 Hexie Road, kaifaqu, Taihe
Jiangxi Dongbang Pharmaceutical Co., Ltd.
Contact:+86-795-4433603, 4433388
Address:Fengxin Industrial Park, Fengxin County, Jiangxi Province, P.R.C
Doi:10.1002/hlca.19890720710
(1989)Doi:10.1016/j.ejmech.2017.04.075
(2017)Doi:10.3987/COM-13-12719
(2013)Doi:10.1021/ja00169a043
(1990)Doi:10.1021/jo00302a024
(1990)Doi:10.1021/om00157a010
(1990)
