Journal of Organic Chemistry p. 365 - 372 (1991)
Update date:2022-07-29
Topics:
Wuts, Peter G. M.
Jung, Yong-Woon
The addition of γ-(trimethylsilyl)allylboronates to imines is described and compared with the addition of simple allylboronates to imines.The addition of γ-(trimethylsilyl)allylboronates is found to be more efficient than the addition of simple allylboronates to imines.The stereoselectivity is dependant upon the nature of the imine; imines derived from aromatic aldehydes give anti products and imines derived from aliphatic aldehydes give syn products.Proof of stereochemistry was established by conversion of the anti and syn derivatives to their respective Z- and E-dienes by a methylation/E-2 elimination process.With α-alkoxy aldehydes the reaction proceeds with excellent selectivity giving the product of Felkin-Ahn addition.
View Morelianyungang jinkang pharmaceutical technology co., ltd.
Contact:008651885445517
Address:Jinshan industrial park, Ganyu county, Lianyungang, Jiangsu Province, 222115, China
website:http://www.greenutra.cn
Contact:0086-411-39553357
Address:No. 7-1-1802, Huizhi Garden,Ocean Square,Dalian, 116033, China
JinTan Pingsheng Chemical Co.,Ltd
Contact:+86-519-82828200
Address:NO.11Danfengxilu Road,Jintan City,Jiangsu,China
website:http://www.cartoonchem.com/
Contact:+86-25-58074918
Address:Room 2109, RuiHua Business Center,315 South ZhongShan Road, Nanjing 210001, China
Chiral Quest (Suzhou) Company Ltd
website:http://www.chiralquest.com
Contact:+86-0512-62956066
Address:B1/9, 218 Xinghu Street, Suzhou Industrial Park
Doi:10.1021/acs.orglett.6b02353
(2016)Doi:10.1016/j.cclet.2011.01.026
(2011)Doi:10.1016/j.tet.2011.02.067
(2011)Doi:10.1021/ja2042595
(2011)Doi:10.1002/jhet.245
(2011)Doi:10.1039/c1cc10743g
(2011)
