Premium
Total Synthesis of Halipeptin A: A Potent Antiinflammatory Cyclic Depsipeptide
Author(s) -
Yu Shouyun,
Pan Xianhua,
Lin Xianfeng,
Ma Dawei
Publication year - 2004
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.200461239
Subject(s) - depsipeptide , total synthesis , natural product , enantioselective synthesis , stereochemistry , chemistry , aldol reaction , claisen rearrangement , stereocenter , organic chemistry , catalysis
The antiinflammatory drug halipeptin A ( 1 ) is a 17‐membered cyclic depsipeptide made up of L ‐alanine, α‐methylcysteine, decanoic acid, and isoleucine residues. Key steps in its total synthesis, which helped to confirm the stereochemistry of the natural product, include a borane‐mediated aldol reaction and an asymmetric aza‐Claisen rearrangement.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom