| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5216502 | Tetrahedron | 2013 | 6 Pages |
Abstract
The polyketide secondary metabolites spongosoritin A and gracilioethers A-C contain a unique methyl [2(5H)-furanylidene]ethanoate core. A synthetic model of a suspected biosynthetic intermediate to these natural products was constructed in seven steps and 48% overall yield. This model undergoes a facile cyclisation/double dehydration cascade to give the desired furanylidene motif, with the required (2Z) isomer obtained in >90 dr when an ethyl substituent is located at C3â² of the furanylidene.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
![A biomimetic cascade for the formation of the methyl [2(5H)-furanylidene]ethanoate core of spongosoritin A and the gracilioethers](/preview/png/5216502.png "First Page Preview: A biomimetic cascade for the formation of the methyl [2(5H)-furanylidene]ethanoate core of spongosoritin A and the gracilioethers")
Authors
Matthew D. Norris, Michael V. Perkins,