Journal of Organic Chemistry p. 2709 - 2712 (1981)
Update date:2022-08-05
Topics:
Taylor, Stephen K.
Lilley, Gay L.
Lilley, Kevin J.
McCoy, Patricia A.
Under catalytic conditions, trans-5,6-epoxy-cis-cyclodecene (1) undergoes a Friedel-Crafts (FC) reaction with various aromatic molecules.Four chiral centers are formed via transannular ring closure in this remarkably stereoselective FC reaction (Scheme I).The side products are all consistent with the proposed reaction intermediate, for which oxygen bridging is proposed to account for experimental observations.Geraniolene monoepoxide (14) was also investigated for transannular FC reactions.In this case, FC alkylation was observed (in low yield) only when anisole was the aromatic solvent.
View MoreJi'nan Orgachem Pharmaceutical Co.,Ltd
Contact:+86-531-82687810
Address:Jinan
shanghai jiuling chemical co.,ltd.
Contact:+86-21-50387295
Address:Zaozhuang Road, Pudong, Shanghai City. China
Lianyungang Ningkang Chemical Co., Ltd
Contact:.+86-518-88588008
Address:http://www.chemnk.com
Contact:+91 9963263336
Address:Plot#146A, IDA Mallapur, Hyderabad - 500072
website:http://www.maisonchem.com.cn
Contact:0086-311-83833777
Address:Leitou industrial district, xinji, shijiazhuang city, hebei province,
Doi:10.1002/ejoc.201600611
(2016)Doi:10.1016/S0008-6215(00)85626-8
(1981)Doi:10.1016/0040-4039(81)80033-0
(1981)Doi:10.1039/b920009f
(2010)Doi:10.1021/ol048694u
(2004)Doi:10.1039/b407398c
(2004)
