Bulletin of the Chemical Society of Japan p. 209 - 219 (1998)
Update date:2022-07-29
Topics:
Kawashima, Takayuki
Ishii, Takafumi
Inamoto, Naoki
Tokitoh, Norihiro
Okazaki, Renji
β-Hydroxyalkylphosphonates, which were prepared readily from alkylphosphonates and carbonyl compounds, were treated with a fluoride ion such as CsF or with relatively weak bases such as K2CO3 in N,N-dimethylformamide to give the corresponding olefins in good yields. One molar equivalent of water to bases is effective for increasing the yields of olefins. The stereochemistry of erythro-dimethyl (2-hydroxy-1-methyl-2-phenyl)ethylphosphonate was determined by X-ray crystallographic analysis. Use of threo-isomer gave (E)-olefin exclusively, while that of erythro-enricned isomer afforded predominantly (Z)-olefin, indicating that the present olefination proceeds stereospecifically in a manner of syn-elimination.
View MoreOnlychem (Jinan)Biotech Co.,Ltd
Contact:86-531-83175885
Address:No. 44, Honglou South Road, Jinan,China
Xi'an Costrong Pharmaceutical Co., Ltd.
Contact:029- 68576496
Address:Room 2004,Shuibao Building,No.190,South Erhuan Rd, Yanta District,Xi'an,Shaan Xi,China
Suzhou Wedo Chemicals Co., Ltd.
Contact:86 512 58100425
Address:Zonger Road, DongSha Industry Park , Zhangjiagang, Jiangsu, China
website:http://www.synchemie.com/
Contact:+86-574-87642758
Address:Room 901, Yinyi Bund Building, 132 Renmin Road
Triumph International Development Limilted
website:http://www.jiashengchem.cn/
Contact:+86-536-7971999
Address:Yinhai Road,Shouguang
Doi:10.3184/174751915X14229898818046
(2015)Doi:10.1039/c7sc04054g
(2018)Doi:10.1016/0040-4039(95)01797-L
(1995)Doi:10.1016/j.inoche.2006.08.017
(2006)Doi:10.1039/jr9630002095
(1963)Doi:10.1002/ejoc.200700201
(2007)