Premium
Total Synthesis of (+)‐Pleuromutilin
Author(s) -
Fazakerley Neal J.,
Helm Matthew D.,
Procter David J.
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201300968
Subject(s) - total synthesis , natural product , chemistry , combinatorial chemistry , cascade , stereochemistry , substrate (aquarium) , biology , ecology , chromatography
The first enantiospecific total synthesis of the antibacterial natural product (+)‐pleuromutilin has been achieved. The approach includes the synthesis of a non‐racemic cyclisation substrate from (+)‐ trans ‐dihydrocarvone, a highly selective SmI 2 ‐mediated cyclisation cascade, an electron transfer reduction of a hindered ester, and the first efficient conversion of (+)‐mutilin to the target.