Journal article icon

Journal article

Asymmetric syntheses of (+)-negamycin, (+)-3-epi-negamycin and sperabillin C via lithium amide conjugate addition

Abstract:
The chemo- and enantioselective reduction of ethyl 4-chloroacetoacetate and the diastereoselective conjugate addition of enantiopure lithium N-benzyl-N-(α-methylbenzyl)amide to an α,β-unsaturated ester have been used as the key steps in the total asymmetric syntheses of (+)-negamycin (in 13 steps and 24% overall yield), (+)-3-epi-negamycin (in 13 steps and 10% overall yield) and sperabillin C (in 17 steps and 13% overall yield) from commercially available starting materials. © 2010 Elsevier Ltd. All rights reserved.
Publication status:
Published

Actions


Access Document


Publisher copy:
10.1016/j.tet.2010.10.067

Authors


More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
Journal:
TETRAHEDRON
Volume:
67
Issue:
1
Pages:
216-227
Publication date:
2011-01-07
DOI:
ISSN:
0040-4020
URN:
uuid:6a432f04-834c-4e86-9583-e3e6a754a75c
Source identifiers:
118082
Local pid:
pubs:118082

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