ChemInform Abstract: Stereocontrolled Synthesis of Natural (-)-δ9(12)-Capnellene from a (-)-Oxodicyclopentadiene.
✍ Scribed by K. TANAKA; K. OGASAWARA
- Book ID
- 112040486
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 35 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0931-7597
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📜 SIMILAR VOLUMES
The first total synthesis of the marine triquinane sesquiterpene Δ9(12)-capnellene ( 1 ) is described.
A Novel, Stereospecific Total Synthesis of (±)-δ9(12)-Capnellene from p-Cresol. -The novel synthesis of racemic capnellene (VI) is based on an inverse electron demand Diels-Alder reaction of a cyclohexadienone derived from (I) with cyclopentadiene (II) and an oxa-di-π-methane rearrangement of (IV).
A direct stereocontrolled route for the construction of highly substituted cyclopentanones 10a-d has been developed starting from aeyclic ketones 5a,b. The key step involves copper(I)-eatalysed stezeoselective photocycloaddition of the dienes 6a-d followed by stereospecific rearrangement of the cycl
A novel, efficient and stefeosp~ific synthesis of(\_+) capnellene fi'om p-ca-esol is reported.