Tetrahedron Letters p. 93 - 95 (2001)
Update date:2022-08-11
Topics:
Piccialli, Vincenzo
Graziano, M. Liliana
The reaction of the 3-alkyl-substituted and 3,3-dialkyl-substituted ethyl 2,2-dimethoxycyclopropanecarboxylates 1-3 with m-CPBA in CH2Cl2 leads to the formation of the β-hydroxyacid derivatives 4-6 via two related processes involving the scission of both the C1-C2 and C2-C3 bonds and consequently to the degradation of the original cyclopropane carbon skeleton (extrusion of the C-2 carbon). Cis- and trans-2-ethoxycyclopropanecarboxylic acid ethyl esters 9 and 10, respectively, structurally related to 1-3, are unreactive under the same conditions. A hypothesis explaining the observed reactivity is formulated.
View MoreShanghai Mokai Pharmaceutical Co.,Ltd
Contact:021-60257269
Address:Rm506,No.915,Zhenbei Road,Shanghai,200333,China
Contact:+86-571-86025531 / 86024803
Address:1218-24 Guangyin Mansion,42 Fengqi East Road
Melone Pharmaceutical Co., ltd
Contact:+86-411 82593920, 82593631
Address:No 232, JInma Roda, Development Zone, Dalian, China
Shaanxi Lighte Optoelectronics Material Co., Ltd.
Contact:+86-29-88320728-622/619/620
Address:No.55 INDUSTRY ROAD 2,XI'AN NATIONAL CIVIL AEROSPACE INDUSTRIAL PARK.XI'AN China 710065.
website:http://www.lidepharma.com
Contact:+86-25-58409506
Address:11F, Building A1, No.288 North Zhongshan Road, Gulou District, Nanjing,210003, P.R.China.
Doi:10.1016/S0009-2614(98)00745-3
(1998)Doi:10.1080/10426509608037960
(1996)Doi:10.1039/jr9310000220
(1931)Doi:10.1039/c39870000490
(1987)Doi:10.1007/s11172-016-1570-1
(2016)Doi:10.1016/j.tetasy.2009.09.025
(2009)