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 MoreCGeneTech (Suzhou, China) Co., Ltd.
Contact:+86-512-62956962
Address:Room 101，Bld C11,218 Xinghu Rd.,Suzhou industrial Park
Contact:+86-29-88710656
Address:South Tai bai Road, High Tech Development Zone, Xi'an China
Shanghai Yuantai Chemical Products Co., Ltd
Contact:021--66129803
Address:Chengyin Road,Shanghai,China
Wuxi Zuping Food Science And Technology Co.,LTD.
Contact:+86-510-87210822
Address:Guanlin town
SHANDONG ZHANHUA YONGHAO PHARMACEUTICAL TECH.CO.,LTD
Contact:+86-576-88685096
Address:GENGJU VILLAGE NORTH ONE KILOMETER,ZHANHUA DISTRICT,BINZHOU CITY,SHANDONG PROVINCE,CHINA.
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)
