Total synthesis and absolute stereochemistry of pentenocin B, a novel interleukin-1 beta converting enzyme inhibitor

  • J Org Chem. 2004 Mar 5;69(5):1744-7. doi: 10.1021/jo035430x.
Tsutomu Sugahara  1 ,  Hayato Fukuda ,  Yoshiharu Iwabuchi
Affiliations
  • 1. Graduate School of Pharmaceutical Sciences, Tohoku University, Aobayama, Sendai 980-8578, Japan. [email protected]
PMID: 14987040 DOI: 10.1021/jo035430x
Abstract

Four possible diastereomers of pentenocin B were synthesized in a stereocontrolled manner, and the first total synthesis of a natural enantiomer of (+)-pentenocin B unequivocally established the absolute stereochemistry to be 4S,5R,6R.

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