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Back Cover: Total Synthesis of (−)‐Salinosporamide A via a Late Stage C−H Insertion (Angew. Chem. Int. Ed. 30/2019)
Author(s) -
Gholami Hadi,
Kulshrestha Aman,
Favor Olivia K.,
Staples Richard J.,
Borhan Babak
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201907852
Subject(s) - intramolecular force , bromide , hydroamination , total synthesis , steric effects , insertion reaction , chemistry , carbene , cover (algebra) , stereochemistry , polymer chemistry , catalysis , organic chemistry , engineering , mechanical engineering
A total synthesis of (−)‐Salinosporamide A is presented by B. Borhan and co‐workers in their Communication on page 10110 ff., with a tandem aza Payne/hydroamination reaction of a precursor alkynyl aziridinol being used to create a pyrrolidinone core with functionalities in place for further elaboration. A carbene generated from a vinyl bromide leads to intramolecular C−H insertion at a sterically demanding carbon center to forge the required C−C bond.