AI Article Synopsis

  • - The North spiroketal structure of ritterazine M has been updated from an incorrect version (1a) to the correct one (1b) based on spectral comparisons.
  • - This correction was validated by comparing it to five synthetic spiroketal-alcohol models that were created for analysis.
  • - The synthesis of these models involved a series of chemical reactions, including reductive cleavage, asymmetric dihydroxylation, and oxidative spirocyclization techniques.

Article Abstract

The structure of the North spiroketal moiety of ritterazine M has been corrected from 1a to 1b. This was accomplished by comparison of published spectra of the natural product with five synthetic spiroketal-alcohols. Synthesis of these models was efficiently accomplished by reductive cleavage of the spiroketal and Sharpless asymmetric dihydroxylation of an isopentyl, methyl 1,1-disubstituted olefin, followed by Suarez iodine[III] oxidative spirocyclization of monoprotected 1 degree,3 degree 1,2 diols.

Download full-text PDF

Source
http://dx.doi.org/10.1021/ol0165894DOI Listing

Publication Analysis

Top Keywords

redox refunctionalization
4
refunctionalization steroid
4
steroid spiroketals
4
spiroketals structure
4
structure correction
4
correction ritterazine
4
ritterazine structure
4
structure north
4
north spiroketal
4
spiroketal moiety
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!