The asymmetric synthesis of sphingofungin F and the determination of its stereochemistry

• Published in: Synlett no. 3; pp. 301 - 304
• Main Authors: Kobayashi, S, Matsumura, M, Furuta, T, Hayashi, T, Iwamoto, S
• Format: Journal Article
• Language: English
• Published: STUTTGART Thieme Medical Publishers 01.03.1997
• Subjects: Chemistry; Chemistry, Organic; Physical Sciences; Science & Technology; asymmetric aldol reaction; SINGLE CHIRAL SOURCE; L-PROLINE; DIELS-ALDER REACTIONS; ENANTIOSELECTIVE SYNTHESIS; sphingolipid; sphingofungin; ENANTIOMERS; ALDOL REACTIONS; ISARIA-SINCLAIRII METABOLITE; catalytic asymmetric synthesis; STEREOSELECTIVE SYNTHESIS; TRIFLUOROMETHANESULFONATES; ACHIRAL LIGANDS

The asymmetric synthesis of sphingofungin F has been achieved and its stereochemistry has been determined. Its structure, including the absolute configuration of the chiral centers, was found to be similar to that of sphingofungin B or myriocin. The synthesis is based on the catalytic asymmetric ald...