Abstract
The first chemical synthesis of pareitropone, by a route featuring application of alkynyliodonium salt chemistry, is described. The key transform initiates with addition of an alkylidenecarbene, derived by intramolecular nucleophile addition to the alkynyliodonium moiety, to a proximal aromatic ring. This addition delivers a highly strained norcaradiene substructure that rapidly reorganizes to furnish the pareitropone skeleton.
Original language | English (US) |
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Pages (from-to) | 8528-8537 |
Number of pages | 10 |
Journal | Journal of Organic Chemistry |
Volume | 67 |
Issue number | 24 |
DOIs | |
State | Published - Nov 29 2002 |
All Science Journal Classification (ASJC) codes
- Organic Chemistry