A Minimalist NMR Approach for the Structural Revision of Mucoxin

作者:Yan Jun; Garzan Atefeh; Narayan Radha S; Vasileiou Chrysoula*; Borhan Babak
来源:Chemistry - A European Journal, 2010, 16(46): 13749-13756.
DOI:10.1002/chem.201001619

摘要

In an attempt to revise the structural assignment of mucoxin, and faced with 64 diastereomeric possibilities, we resorted to the synthesis of truncated structures that contained the core stereochemical sites. Twelve stereochemical analogues were synthesized, their H-1 and C-13 NMR spectra were analyzed and four recurring stereochemical trends were distilled from the data. Applying the observed trends to the diastereomeric population pared the possible choices for the correct structure of mucoxin from 64 to 4. Synthesis of these analogues led to the identification of the correct structure of mucoxin.

  • 出版日期2010-12