Tetrahedron p. 8447 - 8456 (1997)
Update date:2022-08-02
Topics:
Freville, Stephanie
Bonin, Martine
Celerier, Jean-Peirre
Husson, Henri-Philippe
Lhommet, Gerard
Quirion, Jean-Charles
Thuy, Vu Moc
(+) aid (-) trans-2,6-dimethylpiperidines 9 have been prepared from diastereomeric lactams 6 and 11, both available from (R)-(-)-phenylglycinol 4. Diastereoselective C-2 alkylation afforded oxazolidines 7 and 12. Reduction of 7 with LiAlH4 or NaBH4 led to trans-2,6-8 with total retention of configuration. When 12 was reduced with NaBH4, trans derivative 13a was isolated as the major isomer. A mechanism is proposed to explain the different results.
View MoreHubei Onward Bio-Development Co., Ltd.
Contact:+86-718-8417012
Address:No.517,Shizhou Avenue,Enshi City,Hubei Province,China,445002
Nanjing Samwon International Limited
Contact:+86-25-84873444
Address:1108, BLDG B, New Century Plaza, No 1, South Taiping Rd.,
Shenyang Xinyihan Chemical Technology Co., Ltd.
Contact:+86-18525026267
Address:362, aigongbeijei street 23 , tiexi district,Shenyang, Liaoning, China
Shanghai doly chemical Co.,Ltd
Contact:+86-21-34716221
Address:No.328,WuHe Roard,MinHang,ShangHai China
Frapp's Chemical (NFTZ) Co.,Ltd
Contact:+86-576-86137892
Address:General Chamber of Commercial Building, 159 Wanchang Middle Road, Wenling, Zhejiang, China
Doi:10.1016/S0277-5387(97)00026-0
(1997)Doi:10.1055/s-2007-983774
(2007)Doi:10.1039/a802306i
(1998)Doi:10.1016/j.jfluchem.2007.01.003
(2007)Doi:10.1021/ja01562a067
(1957)Doi:10.1007/BF02219320
(1996)