Journal of Organic Chemistry p. 2137 - 2141 (1987)
Update date:2022-07-30
Topics:
Curran, Dennis P.
Kim, Byeang Hyean
Piyasena, H. P.
Loncharich, R. J.
Houk, K. N.
Nitrile oxides undergo cycloadditions to several different chiral acrylates to give 0-56percent ?-facial stereoselectivity.In cases where stereoselectivity is significant, the structure of the major product is consistent with transition state with an s-cis conformation of the acrylate.Thermal Diels-Alder reactions of cyclopentadiene with these acrylates have also been studied, since the literature only gives results of catalyzed reactions.The major products are consistent with transition states which involve a small s-cis preference, by contrast to the substantial s-trans preferences required to explain results found by Oppolzer for the catalyzed reactions of the same acrylates.Model theoretical calculations also are in accord with these models, favoring an s-cis preference in the thermal reaction and an s-trans in the catalyzed.
View MoreChiral Quest (Suzhou) Company Ltd
website:http://www.chiralquest.com
Contact:+86-0512-62956066
Address:B1/9, 218 Xinghu Street, Suzhou Industrial Park
Chengdu Gelipu Biotechnology Co., Ltd.
website:http://www.glp-china.com
Contact:86-28-82610909
Address:chegndu
Chemsigma International Co.,Ltd.
website:http://www.chemsigma.com
Contact:86-025-58748998
Address:Rm.705, 15th Building,Rd.Xinke II
Contact:+86-21-38122007
Address:2, Lane 1123, Kangqiao Road, Pudong New Area, Shanghai
website:http://www.hanwayschem.com
Contact:+86-18502787239(whatsapp)
Address:18-1-802, Green Garden, Jianghan District, Wuhan 430023, China
Doi:10.1021/om9901224
(1999)Doi:10.1021/ja00196a037
(1989)Doi:10.1021/jm800930w
(2008)Doi:10.1021/ja807662b
(2008)Doi:10.1007/BF01175061
(1986)Doi:10.1021/ol802594s
(2009)