Journal article icon

Journal article

An efficient synthesis of lactacystin beta-lactone.

Abstract:
A key step in the synthesis of lactacystin β-lactone (3), an inhibitor of the 20 S proteasome, was the ammonia-free reductive aldol reaction of pyrrole 1 to form 2 with complete anti selectivity. This route to 3 takes just 13 steps (14% overall yield) and allows the late-stage stereoselective introduction of a methyl group at C4, which is crucial for the production of analogues. Boc = tert-butoxycarbonyl.
Publication status:
Published

Actions


Access Document


Publisher copy:
10.1002/anie.200453843

Authors


More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
Journal:
Angewandte Chemie (International ed. in English)
Volume:
43
Issue:
17
Pages:
2293-2296
Publication date:
2004-04-05
DOI:
EISSN:
1521-3773
ISSN:
1433-7851
URN:
uuid:a8288c11-6e49-42a4-b36c-be658e142834
Source identifiers:
32691
Local pid:
pubs:32691
Language:
English
Keywords:

Terms of use


Metrics


Views and Downloads






If you are the owner of this record, you can report an update to it here: Report update to this record

TO TOP