Journal of the Chemical Society. Perkin transactions I p. 67 - 74 (1993)
Update date:2022-07-30
Topics:
Fawcett, John
House, Stuart
Jenkins, Paul R.
Lawrence, Nicholas J.
Russell, David R.
A series of homochiral vinyl sulfoxides-synthesised by treating vinyl Grignard reagents with homochiral menthyl toluene-p-sulfinate or sulfinyl oxazolidinones 8a and 9a- were deprotonated with LDS and allowed to react with acetaldehyde, isobutyraldehyde, and trimethylacetaldehyde to give β-hydroxy sulfoxides with moderate diastereoselectivity.The sulfoxide 1 gave the best selectivity with the larger aldehydes.The same diastereoselectivity, within experimental error, is observed in the reactions with trimethylacetaldehyde of both E-1 and Z-1 giving 85:15 and 84:16 mixtures of 2c and 3c respectively; evidently, the geometry of the vinyl group does not affect the selectivity.
View MoreTaixing Shenfeng Chemical Co., Ltd.
Contact:+86-523-87117033, 87117666
Address:4# Yinsanlu, Huangqiao town, Taixing, Jiangsu, China.
Chongqing Changfeng Chemical Co., Ltd.
website:http://www.changfengchem.com
Contact:+86-23-67896333
Address:30th Floor, Longhu Ziduxingzuo Building A, 1st Branch,YuSong Rd., Yubei District, Chongqing, China
Xinjiang Zhongtai Chemical Co., Ltd.
Contact:+86-991-8788172
Address:NO.78 XISHAN RD.URUMQI，CHINA
qingdao goldenchem imp and exp co.,ltd.
Contact:532-55579246
Address:no.62 ,haier road laoshan distirct
website:http://www.dulynet.com/
Contact:025-84699383 -8003
Address:Room 503, Building 2, Chuangxinhui, No. 61 Wenjing Road, High-tech Development Zone, Pukou District, Nanjing City, Jiangsu Province Nanjing, Jiangsu
Doi:10.1016/j.saa.2011.02.030
(2011)Doi:10.1021/jo981511v
(1998)Doi:10.1039/c19680001414
(1968)Doi:10.1002/jccs.199800118
(1998)Doi:10.1021/jo01035a519
(1964)Doi:10.1021/ja01063a028
(1964)
