78009-99-1Relevant articles and documents
An efficient and convenient approach to the total synthesis of sphingofungin
Liu,Wang,Lin
, p. 9114 - 9119 (2007/10/03)
As a new member of the sphingofungin family, sphingofungin F exhibits interesting physiological activities with a structural unit of an α-substituted alanine. Described herein is an efficient and convenient stereoselective synthesis of sphingofungin F from L-(+)-tartaric acid, which utilizes Sharpless asymmetric epoxidation of allylic alcohol and Lewis acid-catalyzed intramolecular epoxideopening reaction with an N-nucleophile, to introduce the other two desired stereogenic centers. Side chain functionality was incorporated into the chiral segment using a Wittig reaction.
Asymmetric Total Synthesis of ISP-I (Myriocin, Thermozymocidin), a Potent Immunosuppressive Principle in the Isaria sinclairii Metabolite
Shigeki, Sano,Kobayashi, Yoshimaro,Kondo, Tatsuya,Takebayashi, Maki,Maruyama, Shigeki,et al.
, p. 2097 - 2100 (2007/10/02)
Asymmetric total synthesis of ISP-I has been achived by utilizing highly selectrive E-olefin formation based on the Schlosser-modified Wittig reaction and highly diastereoselective aldol reactions employing both chiral heterocyclic derivatives, 3-acetyl-(4S)-isopropyl-1,3-thiazolidine-2-thione and ethyl -2-yl carboxylate.