A simple and highly efficient stereoselective total synthesis of dodoneine (1), a naturally occurring bioactive 5,6-dihydro-2H-pyran-2-one, was achieved. The synthesis involved Kecks asymmetric allylation, iodine-induced electrophilic cyclization, and Grubbs catalyzed ring-closing metathesis as key
β¦ LIBER β¦
First stereoselective total synthesis of (+)-dodoneine
β Scribed by P. Srihari; G. Rajendar; R. Srinivasa Rao; J.S. Yadav
- Book ID
- 104095599
- Publisher
- Elsevier Science
- Year
- 2008
- Tongue
- French
- Weight
- 164 KB
- Volume
- 49
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The first stereoselective total synthesis of the natural product (+)-dodoneine is described involving a Crimmins aldol reaction and a Horner-Wadsworth-Emmons olefination as the key steps.
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