Ontology highlight
ABSTRACT:
SUBMITTER: Gholami H
PROVIDER: S-EPMC6715302 | biostudies-literature | 2019 Jul
REPOSITORIES: biostudies-literature
Gholami Hadi H Kulshrestha Aman A Favor Olivia K OK Staples Richard J RJ Borhan Babak B
Angewandte Chemie (International ed. in English) 20190410 30
The synthesis of (-)-salinosporamide A, a proteasome inhibitor, is described. The synthesis highlights the assembly of a densely decorated pyrrolidinone core via an aza-Payne/hydroamination sequence. Central to the success of the synthesis is a late-stage C-H insertion reaction to functionalize a sterically encumbered secondary carbon. The latter functionalization leads to an enabling transformation where most of the prototypical strategies failed. ...[more]