Tetrahedron p. 3695 - 3706 (1983)
Update date:2022-08-03
Topics:
Oppolzer, W.
Grayson, J. I.
Wegmann, H.
Urrea, M.
The racemic ergot alkaloids chanoclavine I (1) and 6,7-secoagroclavine (4) have been synthesized stereoselectively from indole-4-carboxaldehyde (7) in overall yields of 14 and 13 percent, respectively.Further syntheses of isochanoclavine I (2), paliclavine (5) and costaclavine (6), via the same isoxazolidine 18 are described.The key step 16-->18 (Scheme 4) involves a transient nitrone 17 which undergoes a kinetically controlled, regio- and stereoselective intramolecular cycloaddition to a 1,2-disubstituted olefinic bond.
View MoreNanJing KaiHeng Chemical CO., LTD.
Contact:+86-25-85768391
Address:RM.1704, D, WANDA PLAZA, NO.110, MIDDLE JIANGDONG ROAD, NANJING, CHINA
website:http://www.synchemie.com/
Contact:+86-574-87642758
Address:Room 901, Yinyi Bund Building， 132 Renmin Road
Contact:+86-25-83719363
Address:106-7 Chunnan Rd, Chunxi Town, Gaochun, Nanjing, China
Jinan Baozhao Pharmaceutical Co., Ltd
Contact:0086-531-86397156 82371858 82371868
Address:Huaneng Road, Jinan, Shandong ,China
Contact:+86 18616952870
Address:Area
Doi:10.1016/0022-328X(83)87157-5
(1983)Doi:10.1002/hc.20142
(2005)Doi:10.1021/jo00182a037
(1984)Doi:10.1021/jo00366a012
(1986)Doi:10.1016/j.bmcl.2004.09.051
(2004)Doi:10.1002/ejoc.201500404
(2015)
