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Studies Towards the Synthesis of Pristinamycin II A
Author(s) -
Sušnik Peter,
Koert Ulrich
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202003411
Subject(s) - substructure , natural product , ring (chemistry) , stereochemistry , chemistry , stereoselectivity , combinatorial chemistry , organic chemistry , engineering , structural engineering , catalysis
Studies towards a total synthesis of pristinamycin II A ( 1 ) as part of group A streptogramins is described. Stereoselective syntheses of three building blocks A, B and C including the 2,3‐dehydroproline substructure and their assembly into advanced CAB‐precursor molecules for the natural product was achieved. Attempts to close the macrocylic ring at a late stage by Sm 2 /Barbier or Nozaki‐Hiyama‐Takai‐Kishi‐reaction demonstrate challenges and limitations of this approach.