Synthesis p. 1243 - 1245 (1997)
Update date:2022-08-02
Topics: Piperidines Expeditious synthesis Nitrone
Degiorgis
Lombardo
Trombini
The synthetic versatility of tetrahydrofuro[2,3-d]isoxazol-5(2H)ones, obtained from TMSOTf-promoted addition of 2-trimethylsilyloxyfuran to nitrones, is demonstrated in a two-step reductive sequence to give the title compounds. The cycloadducts obtained from a glycolaldehyde derived nitrone are first reduced with DIBAH, then hydrogenolyzed in the presence of Pd(OH)2 to give polyhydroxylated piperidines, including rac-fagomine. Direct hydrogenolysis of the same cycloadducts gives an easy entry to polyhydroxylated lactams.
View MoreHANGZHOU FOREWIN PHARMA CO., LTD
Contact:+86-571-89053961
Address:hangzhou
SHIJIAZHUANG HENRYTE CHEMICALS CO,.LTD(expird)
Contact:+86-311-85208698 311-80837698
Address:NO.166, yuhua west road, SHIJIAZHUANG, China
Chongqing KonAo Health Co.,Ltd
Contact:13687578375
Address:wuhan hubei 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
Angelisun(Chongqing) Pharmaceutical Co., LTD.
Contact:+86-23-68030926-816
Address:D1-7 Tech & Entrepreneurs Park, Kecheng Road, Erlang Hi-Tech Areas, Chongqing, China
Doi:10.1021/jo01062a002
(1961)Doi:10.1021/jm010382z
(2002)Doi:10.1016/S0223-5234(97)84014-7
(1997)Doi:10.1246/bcsj.46.194
(1973)Doi:10.1016/j.bmc.2019.07.015
(2019)Doi:10.1021/ol027352q
(2003)