Total syntheses of (-)-nocardicins AG: a biogenetic approach

GM Salituro, CA Townsend

Index: Salituro, Gino M.; Townsend, Craig A. Journal of the American Chemical Society, 1990 , vol. 112, # 2 p. 760 - 770

Full Text: HTML

Citation Number: 58

Abstract

Abstract: The known nocardicins AG have been synthesized, several for the first time, having geometric and stereoisomeric purities of a high order. The syntheses proceed through the central intermediacy of tert-butyl (-)-3-aminocardicinate (14), which has been prepared in a biogenetically patterned, modified Mitsunobu cyclodehydration reaction of a protected L-se- ryl-D-(p-hydroxypheny1) glycine dipeptide 12. An overall 54% yield from the precursor ...