Journal of Organic Chemistry p. 154 - 157 (1980)
Update date:2022-08-05
Topics:
Sonnet, Philip E.
Treatment of alkenes with N-bromo- and N-chlorosuccinimide in trifluoroacetic acid resulted in stereospecific anti addition of the elements of trifluoroacetyl hypobromite and hypochlorite, respectively.Heating the vic-bromo- or -chlorohydrin trifluoroacetates with NaI in DMF produced olefins with inversion of geometry.Treatment of the adducts with Zn in DMF reduced them to olefins with retention of geometry.Reductive transformations involving the chlorohydrin trifluoroacetates were virtually stereospecific, whereas those involving the bromohydrin trifluoroacetates were >90percent stereoselective for NaI reductions and only 60-90percent stereoselective for reductions by Zn.
View MoreTianjin Hedong Red Cliff Chemical Reagent Factory
Contact:+86-022-84780548
Address:Li Ming Zhuang Gong Ye Yuan,Dongli District,Tianjin,China
Contact:+86-577-65618087-605
Address:Room 402, Unit 4 Xinhu Bldg. Waitan Ruian City, Zhejiang China.
Zhejiang Tianyu Pharmaceutical Co., Ltd.
Contact:+86-576-84177669, 89189665,89189688,84168770
Address:Jiangkou Development Zone, Huangyan, Taizhou City, Zhejiang
Contact:886 2 2541 0022
Address:8 Fl., No. 11, Sec. 1, Chung Shan North Rd., Taipei, Taiwan R.O.C.
Zhejiang Golden-Shell Pharmaceutical Co.,Ltd.
Contact:+86-576-87501888 / 87501988
Address:No.89 Zhongxing Road. Li'ao, Yuhuan, Zhejiang, China
Doi:10.1016/j.bmcl.2011.03.096
(2011)Doi:10.1002/cber.19751080314
(1975)Doi:10.1021/ja045385q
(2004)Doi:10.1081/SCC-120016314
(2003)Doi:10.1002/chem.201705728
(2018)Doi:10.1039/d0cc06652d
(2020)
