A new approach to the pseudopterosins using an arene alkylation with a gamma-methylene-gamma-butyrolactone
Harrowven, D. C., Wilden, J. D., Tyte, M. J., Hursthouse, M. B. and Coles, S. J. (2001) A new approach to the pseudopterosins using an arene alkylation with a gamma-methylene-gamma-butyrolactone. Tetrahedron Letters, 42, (6), 1193-1195. (doi:10.1016/S0040-4039(00)02207-3).
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A short and practical route to the tricyclic core of an unnatural pseudopterosin diastereoisomer is presented. Key features are an arene alkylation with a gamma -methylene-gamma -butyrolactone, viz. 10 --> 14, and an elaborate reduction sequence 14 --> 17 which both proceed diastereoselectively.
|Keywords:||annulation, cyclisation, lactones, natural products, terpenes and terpenoidsenantioselective synthesis, stereochemistry, route, functionality, intermediate, elisabethae, chemistry, aglycone|
Q Science > QD Chemistry
|Divisions:||University Structure - Pre August 2011 > School of Chemistry
|Date Deposited:||14 Feb 2006|
|Last Modified:||01 Apr 2012 00:57|
|Contributors:||Harrowven, D. C. (Author)
Wilden, J. D. (Author)
Tyte, M. J. (Author)
Hursthouse, M. B. (Author)
Coles, S. J. (Author)
|Date:||5 February 2001|
|RDF:||RDF+N-Triples, RDF+N3, RDF+XML, Browse.|
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