Journal of the Chemical Society. Perkin transactions I p. 2629 - 2635 (1983)
Update date:2022-08-04
Topics:
Lawston, Ian W.
Inch, Thomas D.
The copper-salt promoted 1,4-additions of aryl and t-butyl Grignard reagents to ethyl 2,3-dideoxy-4,5:6,7-di-O-isopropylidene-D-arabino-trans-hept-2-enonate are highly stereoselective yielding products with the D-manno-configuration.In contrast isopropyl and ethyl Grignarg reagents give products preponderantly with the D-gluco-configuration.Cyclohexylmagnesium bromide does not react stereoselectively but gives a 55:45 mixture of the D-gluco- and D-manno-isomers.Controlled degradation of the carbohydrate molecule affords 2-aryl (alkyl) butane-1,4-dioic acids and 3-aryl (alkyl)-butyro-1,4-lactones.The enantiomeric purity of these products is established by reference to known products or by use of optically active n.m.r. shift reagents.
View MoreJi'an Hairui Natural Plant Co. Ltd.
Contact:0796-8105528
Address:Meilin industry park, Qingyuan district Ji'an City, Jiangxi Province
Hubei ShiNan Pharmaceutical Chemical co., Ltd.(expird)
Contact:+86-13554447107
Address:Wuhan HongShanOu wu no road 378 future residence building 1 unit 14 layer no. 1401 A
Contact:27-792-602929
Address:SIDNEY MUFAMADI STREET 009949 X44 0700 POLOKWANE,LIMPOPO
PharmaResources(Kaiyuan)CO,.Ltd
Contact:+86-21-50720028
Address:No.3, Beihuan Road, Economic Development District, Kaiyuan City, Tieling City, Liaoning Province, China 112300
SHANGHAI SYSTEAM BIOCHEM CO., LTD
website:http://www.systeambc.com
Contact:86-021-58380978
Address:Building 87，Lane 669， Dong Jing Road Shanghai,P.R.China
Doi:10.1007/BF00842845
(1983)Doi:10.1246/cl.1984.143
(1984)Doi:10.1016/j.tetasy.2006.03.010
(2006)Doi:10.1248/cpb.31.4259
(1983)Doi:10.1039/c2dt32107f
(2013)Doi:10.1016/j.jorganchem.2005.12.067
(2006)
