Journal of the Chemical Society. Perkin transactions I p. 2117 - 2127 (1996)
Update date:2022-08-03
Topics:
O'Brien, Peter
Warren, Stuart
An asymmetric Horner-Wittig addition reaction with a chiral auxiliary attached to the electrophile is described. The key step is the addition of metallated phosphine oxides to Mukaiyama's proline-derived keto aminals (for which improved syntheses are described) and a detailed study of the factors affecting the stereoselectivity of these reactions is presented. In particular, by suitable choice of metallation conditions, complementary stereoselectivities are observed: reactions in THF with no additives are syn selective (Felkin non-chelation control) whereas reactions in toluene with added lithium bromide are anti selective (Cram chelation control).
View MoreJinan Hongfangde Pharmatech Co.LTD
Contact:0531-88870908
Address:F Bldg,750#,Shunhua Rd,New&High-tech Zone,Jinan,Shandong,China 250101
website:http://www.chemdow.com
Contact:0086-10-82435335
Address:Room 401,Unit 3,4th Floor,Shangdijiayuan,Shangdi East Road, Haidian District,Beijing
Zhangjiagang Golden Reach Fine Chemical Co.,LTD.
Contact:+86-512-6585 6968
Address:Changfu Road， Dongsha Chemical Industry Park, Zhangjiagang City, Jiangsu Province, China
Jiangsu Zhenfang Chemical CO.,LTD.(Suzhou Zhenfang Chemical Factory)
Contact:+86-512-69598882
Address:Room1201, Jiayuan Road No.1018, Xiangcheng District, Suzhou, China
Yuan Shi(SuQian)Biotechnology Co.,Ltd
website:http://www.yuanshibio.com
Contact:+86-527-84226672
Address:jiangsu suqian
Doi:10.1016/j.bmc.2006.05.006
(2006)Doi:10.1021/acs.orglett.7b02150
(2017)Doi:10.1007/BF00699142
(1994)Doi:10.1039/b405837b
(2004)Doi:10.1021/ja01555a039
(1958)Doi:10.1021/ja037288n
(2004)
