Tetrahedron Letters p. 5661 - 5664 (1996)
Update date:2022-07-30
Topics:
Jao, Edwin
Cooper, Alan B.
Rane, Dinanath F.
Saksena, Anil K.
Desai, Jagdish
Wang, James
Girijavallabhan, Viyyoor M.
Ganguly, Ashit K.
A novel cyclic depsinonapeptide antifungal 1a (Sch 57697) and its isomer 1b were synthesized by a fragment coupling approach and this methodology was applied to the total synthesis of the natural product aureobasidin A. Synthetic strategies for coupling of N-methyl amino acids with minimal racemization are discussed. Biological evaluation of isomers 1a and 1b demonstrated the importance of chirality at the β-hydroxy-N-methylvaline (OHMeVal) position.
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