Chemical and Pharmaceutical Bulletin p. 1017 - 1023 (1995)
Update date:2022-08-04
Topics:
Tanaka
Okuda
Murakami
Yoshino
Mikamiyama
Kanda
Kim
Iwata
A novel and stereoselective spiroannelation reaction was developed. Treatment of the suitably functionalized cyclohexene derivative (3) with trimethylsilyl trifluoromethanesulfonate (TMSOTf) afforded the spiro[5.5]undecanes 4A and 5S exclusively. Changing the solvent from CH2Cl2 to CH3CN or THF increased the stereoselectivity, predominant formation of 4A in CH3CN and 5S in THF was observed. The spirocyclic compounds 4A and 5S were transformed into the tricyclo[6.3.1.01,6]dodecane derivatives (19A and 27S) corresponding to the B/C/D rings of aphidicolanes (1) and stemodanes (2).
View MoreJurong Huaheng Natural Biological Products Factory
website:http://www.risebiochem.com
Contact:+86-13921007726
Address:Chuncheng town,Jurong city,Jiangsu province,China
Shanghai Sinofluoro Scientific Co., Ltd
Contact:+86-21-64279360
Address:Room 1006,Building 3,#58 East Xinjian Road, Shanghai ,201100,China,
Tangshan Wisdom Trading Co.,Ltd
Contact:86 315 2222979
Address:No.41 BeiXinXi Road, Yangguang building 1-1102 , Tangshan, Hebei, China
Shanghai Yuantai Chemical Products Co., Ltd
Contact:021--66129803
Address:Chengyin Road,Shanghai,China
Contact:+86-0512-88957371
Address:shanghai
Doi:10.1021/j100114a009
(1993)Doi:10.1007/BF00629639
(1993)Doi:10.1246/bcsj.40.951
(1967)Doi:10.1016/0040-4039(95)00511-A
(1995)Doi:10.1016/j.tet.2010.04.034
(2010)Doi:10.1021/jo00124a017
(1995)
