Stereoselective synthesis of chiral tetrahydrofurans with potent 5-LO inhibitory activity
…, S Punna, PR Krishna, MS Chorghade, SV Ley
Index: Sharma; Punna, Sreenivas; Krishna, Palakodety Radha; Chorghade, Mukund S.; Ley, Steven V. Tetrahedron Asymmetry, 2005 , vol. 16, # 6 p. 1125 - 1133
Full Text: HTML
Citation Number: 5
Abstract
Chiral glyceraldehydes have been exploited for the design of convenient and scalable synthetic approaches to chiral tetrahydrofurans, which have potential as potent 5- lipoxygenase (5-LO) inhibitors. The synthesis of all four possible stereoisomers by a general methodology is reported; wherein the chirons derived from the glyceraldehyde derivatives on reaction with homopropargyl ether, cyclization and further reactions gave the targets.
Related Articles:
Macrolactonizations in the total synthesis of natural products
[Kuehnert, Sven M; Maier, Martin E Organic letters, 2002 , vol. 4, # 4 p. 643 - 646]
Asymmetric total synthesis of martinelline and martinellic acid
[Ikeda, Shuhei; Shibuya, Masatoshi; Iwabuchi, Yoshiharu Chemical Communications, 2007 , # 5 p. 504 - 506]
Synthesis of neoglycoconjugates by the desulfurative rearrangement of allylic disulfides
[Rodriguez, Evelyn B.; Scally, Gavin D.; Stick, Robert V. Australian Journal of Chemistry, 1990 , vol. 43, # 8 p. 1391 - 1405]
[Kang, Eun Joo; Cho, Eun Jin; Ji, Mi Kyung; Lee, Young Eun; Shin, Dong Mok; Choi, Soo Young; Chung, Young Keun; Kim, Jong-Seo; Kim, Hie-Joon; Lee, Sueg-Geun; Lah, Myoung Soo; Lee, Eun Journal of Organic Chemistry, 2005 , vol. 70, # 16 p. 6321 - 6329]
[Kang, Eun Joo; Cho, Eun Jin; Ji, Mi Kyung; Lee, Young Eun; Shin, Dong Mok; Choi, Soo Young; Chung, Young Keun; Kim, Jong-Seo; Kim, Hie-Joon; Lee, Sueg-Geun; Lah, Myoung Soo; Lee, Eun Journal of Organic Chemistry, 2005 , vol. 70, # 16 p. 6321 - 6329]