Journal of Organic Chemistry p. 1011 - 1019 (1994)
Update date:2022-08-04
Topics:
Yoshimatsu, Mitsuhiro
Sato, Takashi
Shimizu, Hiroshi
Hori, Mikio
Kataoka, Tadashi
Various Se,O-heteroacetals were prepared by the LiAlH4 reduction of diselenides 1 followed by alkylation with methoxymethyl chloride or (2-methoxyethoxy)methyl (MEM) chloride.Olefinic and acetylenic α-seleno carbenium ions were generated by the selective C-O bond cleavage of O-(2-methoxyethyl)-Se,O-heteroacetals with titanium(IV) chloride and cyclized to give the seleno heterocyclic compounds.Olefinic MEM-selenides 3a,b,d-f,h underwent the endo-mode cyclization to afford 4-chloroselenacycloalkanes 4a,b,d-f,h in good yields, whereas acetylenic MEM-selenides 12b-e,g-j underwent the exo-mode cyclization to give 3-(1-chloroalkylidene)selenacycloalkanes 13b-e,g-j.This new utilization of α-seleno carbenium ions was also applied to the intramolecular and intermolecular Friedel-Crafts reactions.
View MoreChengdu Green Young Biopharmaceutical INC
Contact:+86-28-85337952
Address:1-B-26,Tianhe Industry Park, No.1480 of Tianfu Road,Chengdu,P.R.China,610000
Beijing Merson Pharmaceutical Co., Ltd
Contact:0086-10-80484934 0086-10-80484574/
Address:2nd Floor , No. 2 Building , No. 14 Houshayu Duan, Jingmi Road ,Shunyi District , Beijing 101318, P.R.China
hangzhou verychem science and technology co.ltd
website:http://www.verypharm.com
Contact:+86-571-88162785; 88162786
Address:F1502, 753 Shenhua road, Hangzhou, China
Suzhou Wedo Chemicals Co., Ltd.
Contact:86 512 58100425
Address:Zonger Road, DongSha Industry Park , Zhangjiagang, Jiangsu, China
Jining Shengrun Chemical Industry Co., Ltd.
Contact:+86-537-7121666 ,
Address:West Ring Road,Wenshang County Shandong Province
Doi:10.1002/anie.201403082
(2014)Doi:10.1021/jm00035a007
(1994)Doi:10.1021/jo00088a030
(1994)Doi:10.1021/ja00083a063
(1994)Doi:10.1016/j.tetlet.2013.12.021
(2014)Doi:10.1016/S0968-0896(98)80011-4
(1998)