Tetrahedron p. 6601 - 6616 (1991)
Update date:2022-07-30
Topics:
Burgess, Kevin
Henderson, Ian
4-Chlorophenylsulfinylacetates of defined stereochemistry at sulfur were prepared from monochiral alcohols: compound 2 from (+)-menthol; 3 and 4 from (-)-8-phenylmenthol; 5 and 6 from (+)-trans-2-phenylcyclohexanol; and, 7 and 9 from (-)-10-dicyclohexylsulfamoyl-D-isoborneol. Reagents for which the sulfoxide asymmetry is matched with the inducing effect of the auxiliary give good diastereoselection in SPAC reactions affording γ-hydroxy-α,β-unsaturatod alcohols of high optical purity. Asymmetry at the sulfoxide has a greater effect than the auxiliaries on the stereochemical outcome of these reactions.
View MoreGuangzhou Reachin Chemical Co., Ltd
Contact:+86-20-37087379 ext.604
Address:A122C-1, Tianyuan Plaza, 401 Tianyuan Rd., Tianhe, Guangzhou, China
Beijing Green Guardee Technology CO,.LTD
Contact:+86-10-69706062
Address:F2 BLdj,5 No.37 Chaoqian Road
website:http://www.antimex.com
Contact:0086-21-50563169
Address:Room1027,No.Jinyu Road,Pudong
TAIXING BEST NEW MATERIALS CO., LTD
Contact:0523-87998158;
Address:No.18 Zhonggang Road,Taixing City ,Jiangsu , China
Wuhan Kemi-Works Chemical Co., Ltd
website:http://www.kemiworks.com
Contact:86-27-85736489
Address:Rm. 1503, No. 164, Jianghan North Rd., Wuhan, 430022 China
Doi:10.1055/s-0031-1290607
(2012)Doi:10.1002/jlac.19677020120
(1967)Doi:10.1016/j.bmcl.2011.07.012
(2011)Doi:10.1039/c2cc34158a
(2012)Doi:10.1016/j.bmcl.2016.12.002
(2017)Doi:10.1021/jm300472k
(2012)