Premium
Studies towards the Total Synthesis of Aspergillide‐B
Author(s) -
Bhavani Kanugula,
GyanChander Eppa,
Das Saibal,
Yadav Jhillu Singh
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201800181
Subject(s) - stereoselectivity , metathesis , pyran , total synthesis , stereochemistry , chemistry , diol , salt metathesis reaction , formal synthesis , catalysis , organic chemistry , polymerization , polymer
A formal, stereoselective synthesis of Aspergillide‐B is described. A highly diastereoselective Pd(0)‐B(OPh) 3 mediated syn‐vic ‐diol formation from epoxy unsaturated ester used for the creation of C3‐C4 centres. Iodine catalyzed allylation used for synthesis of trans ‐2,6‐disubstitutedtetrahydro‐2H‐Pyran. Cross‐ metathesis, Yamaguchi macrolactonization are the other key features of the synthesis.