| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5218520 | Tetrahedron | 2012 | 7 Pages |
Abstract
A concise, highly enantioselective synthesis of sesquiterpene natural products (â)-debromoaplysin and (â)-aplysin has been completed. The key steps included lithiation-borylation of a secondary benzylic carbamate to give a tertiary boronic ester followed by propenylation which installed the quaternary stereocenter with complete enantioselectivity. Subsequent RCM followed by deprotection and in situ cyclization led to debromoaplysin with good diastereoselectivity from which the target compound was prepared in just eight overall steps.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Catherine J. Fletcher, Daniel J. Blair, Katherine M.P. Wheelhouse, Varinder K. Aggarwal,