Helvetica Chimica Acta p. 43 - 48 (1987)
Update date:2022-08-04
Topics:
Altmann-Schaffner, Eva
Grob, Cyril A.
Two CH3 groups at C(6) of 2-exo- (10a) and 2-endo-norbornyl p-toluenesulfonate 11a lower their solvolysis rates in 80 percent EtOH by factors of 28 and 16, respectively.A spirocyclopropyl group including C(6), as in 21a and 22a, reduces the rate of exo- and endo-ionization by factors of 250 and 8, respectively.The geminally dimethyl-substituted tosylates 10a and 11a yield the 2-exo-alcohol 10b, whereas the spirocycclopropyl-substituted tosylates 21a and 22a furnish rearranged 3-brendanol 23.These findings are readily rationalized by the inductive model, according to which norbornyl cation formation is controlled by the inductive effect of dorsal substituents.
View MoreXi'an HO-SHINE Bio-Technology Co., Ltd
Contact:+86 (29) 8248-5435/18292020086
Address:No.6 Shiyuan Road Xian City Shaanxi Province, 710048 China
Contact:+86-571-87010026
Address:202, Zhenhua Road,
Contact:+1-284-4950244
Address:Box 3069, Road Town, Tortola, British Virgin Islands
NINGBO PANGS CHEM INT’L CO.,LTD.
Contact:+86-574-27666845
Address:FLOOR 21,BUILDING NO.11,XIN TIAN DI,NO.689 SHI JI ROAD,NINGBO CHINA
Zhejiang Tianyu Pharmaceutical Co., Ltd.
Contact:+86-576-84177669, 89189665,89189688,84168770
Address:Jiangkou Development Zone, Huangyan, Taizhou City, Zhejiang
Doi:10.1021/jo00045a002
(1992)Doi:10.1007/s00044-016-1707-7
(2016)Doi:10.1021/jo01067a086
(1961)Doi:10.1016/j.tetlet.2003.08.087
(2003)Doi:10.1080/07328319808003477
(1998)Doi:10.1023/A:1023487622561
(2003)
