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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Original Publication URL: http://dx.doi.org/10.1016/S0040-4039(00)02207-3
Description/Abstract
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.
| Item Type: | Article |
|---|---|
| Related URLs: | |
| Keywords: | annulation, cyclisation, lactones, natural products, terpenes and terpenoidsenantioselective synthesis, stereochemistry, route, functionality, intermediate, elisabethae, chemistry, aglycone |
| Subjects: | Q Science Q Science > QD Chemistry |
| Divisions: | University Structure - Pre August 2011 > School of Chemistry |
| Item ID: | 19511 |
| 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 |
| Status: | Published |
| URI: | http://eprints.soton.ac.uk/id/eprint/19511 |
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