Chemical and Pharmaceutical Bulletin p. 114 - 119 (2000)
Update date:2022-07-30
Topics:
Kawase, Masami
Hirabayashi, Michitaka
Kumakura, Hiroko
Saito, Setsuo
Yamamoto, Katsumi
The Dakin-West reaction of N-alkoxycarbonyl-N-alkyl-α-amino acids (1a - j) with trifluoroacetic anhydride in the presence of pyridine gave α-amido trifluoromethyl ketones (2a - j), in which probable intermediates were mesoionic 1,3-oxazolium-5-olates (munchnones). The diastereoselective reduction of 2a - f with NaBH4 gave the threo-aminoalcohols (5a - f), which may be explained by the Felkin-Anh model. This was confirmed by converting 5a - f into trans-5-trifluoromethyl-2-oxazolidinones (6a - f) in good yields.
View Morewebsite:http://www.weichichem.com
Contact:+8613912949432
Address:Fine Chemical Industrial Base,Wujiang town,He County,Anhui China.
Linyi Shengxin Pharmaceutical R&D Co., Ltd
Contact:+86-18653953873
Address:West First of Yufeng Road, Yishui County
Jiangsu Taihu New Materials Holding Co., Ltd
Contact:+86-519-86160108
Address:Xueyan Town, Changzhou City, Jiangsu Province, 213169, China
Nantong Kaixin Pharma Chemical Co.,Ltd.
Contact:86-513-85250786
Address:2-1103 Huachen Mansion, 111 Gongnong Road,Nantong, Jiangsu, China
zhejiang huangyan wanfeng pharm chem co.ltd
Contact:+86-576- 84160728
Address:No. 5 Dazha Road, Economic,Development Zone(JiangKou), Zhejiang, China
Doi:10.1016/S0020-1693(99)00477-6
(2000)Doi:10.1016/S0040-4039(97)01770-X
(1997)Doi:10.1002/poc.1086
(2006)Doi:10.1007/s11172-009-0167-3
(2009)Doi:10.1016/j.jorganchem.2012.10.038
(2013)Doi:10.1021/jo001136i
(2001)
