Journal of Organic Chemistry p. 1628 - 1631 (1990)
Update date:2022-07-29
Topics: Ester Homoenolates Carbonyl Compounds lanthanoid Metals 3-Halo Esters Homo-Reformatsky-type reaction
Fukuzawa, Shin-ichi
Sumimoto, Norifumi
Fujinami, Tatsuo
Sakai, Shizuyoshi
The direct reaction of ethyl 3-bromopropionate (2a) or 3-iodopropionate (2b) with lanthanoid metals (La, Ce, Nd, Sm) in tetrahydrofuran produces lanthanoid ester homoenolates (3), which react with ketones to give γ-lactones in good yields under mild conditions.The isolation of 3-phenylseleno (8a), 3-phenyltelluro (8b), and 3-tri-n-butylstannyl esters (10) from the reaction with diphenyl diselenide (7a), ditelluride (7b), and tri-n-butyltin iodide (9), respectively, suggests the formation of the lanthanoid ester homoenolate.
View MoreChemvon Biotechnology Co. Ltd.
website:http://www.chemvon.com
Contact:86-21-58550039;86-21-31268550-8004
Address:Suite B-10#, 6999 Chuansha Road, Pudong District, Shanghai 201202, China
Contact:86 21 3772 9386
Address:Rm.1803,Starry Bldg.1,1505 Meijiabang Road,Shanghai 201620 China
Anhui Biochem United Pharmaceutical Co., Ltd.
Contact:0086 551 5167062 / 5228268
Address:No. 30 Hongfeng Road, Hi-Tech Development Zone, Hefei (230088), China
Weifang Arylchem Chemical Co., LTD
Contact:86-536-5217866
Address:Development Zone, Shouguang, Shandong Province
Zhongshan Haihong Medicine Co., Ltd.
Contact:86-0760-86925778 (0)18824993998
Address:A7 building,lianyuan road Torch Hi-tech Industrial Development Zone
Doi:10.1055/s-0028-1087675
(2009)Doi:10.1016/S0040-4039(00)01163-1
(2000)Doi:10.1021/jo00244a015
(1988)Doi:10.1135/cccc20080690
(2008)Doi:10.1080/00397910802519141
(2009)Doi:10.1016/0040-4039(88)85108-6
(1988)