Journal article icon

Journal article

A concise synthesis of the octalactins.

Abstract:
The total synthesis of octalactins A and B has been achieved in 15 steps (longest linear sequence) and 10% overall yield from commercially available materials. Key steps include the Paterson-Aldol reaction for the rapid assembly of the carbonate 46, methylenation of 46 and subsequent Claisen rearrangement of the corresponding alkenyl-substituted cyclic ketene acetal to provide the core unsaturated medium-ring lactone 47, and the use of enzyme-mediated acetate deprotection in the presence of a medium-ring lactone.
Publication status:
Published

Actions


Access Document


Publisher copy:
10.1021/ja038353w

Authors


O'Sullivan, PT More by this author
Harrison, JR More by this author
Davies, JE More by this author
Expand authors...
Journal:
Journal of the American Chemical Society
Volume:
126
Issue:
7
Pages:
2194-2207
Publication date:
2004-02-05
DOI:
EISSN:
1520-5126
ISSN:
0002-7863
URN:
uuid:f9fc0eb7-bc0a-44bd-9c83-cbcf7e1d8df2
Source identifiers:
54858
Local pid:
pubs:54858

Terms of use


Metrics



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

TO TOP