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 MoreContact:86-15588110016
Address:LINYI CITY,SHANDONG PROVINCE,CHINA
TIANJIN ZHONGXIN CHEMTECH CO.,LTD.
Contact:86-022-66880623
Address:FINANCIAL STREET WEST BLK 7, #308, NO.52 XINCHENG WEST ROAD, TEDA, TIANJIN, P.R.CHINA
HANGZHOU FOREWIN PHARMA CO., LTD
Contact:+86-571-89053961
Address:hangzhou
Shanghai ZaiQi Bio-Tech Co., Ltd.,
Contact:+86-21-5482 4098
Address:Bldg. No.7, No.201 MinYi Rd，Songjiang CaoHeJing High-Tech Park Shanghai 201516 P,R,China
Contact:86-574-26865651
Address:529 YuanBaoShan Road, Beilun District
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)
