Studies Towards a Concise Enantioselective Synthesis of Roseophilins
Daniel J. Kerr A and Bernard L. Flynn A B
+ Author Affiliations
- Author Affiliations
A Medicinal Chemistry, Monash Institute of Pharmaceutical Sciences, Monash University, 381 Royal Parade, Parkville, Vic. 3052, Australia.
B Corresponding author. Email: bernard.flynn@monash.edu
Australian Journal of Chemistry 68(12) 1821-1828 https://doi.org/10.1071/CH15407
Submitted: 7 July 2015 Accepted: 24 August 2015 Published: 16 September 2015
Abstract
An oxazolidone auxiliary-controlled asymmetric Nazarov reaction has been applied to the synthesis of the cyclopentyl-fused pyrrole core of roseophilins. Additionally, a concise synthetic route to the pyrrole-furan biaryl fragment required in the synthesis of the recently isolated dechlororoseophilin is described. It is anticipated that these two syntheses can be combined in future efforts to provide efficient, convergent access to (+)-dechlororoseophilin.
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