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A short synthesis of the aromatic monoterpene espintanol
- Source :
- Tetrahedron. 50:8673-8676
- Publication Year :
- 1994
- Publisher :
- Elsevier BV, 1994.
-
Abstract
- A flexible and expedient synthesis of the leishmanicidal and trypanocidal monoterpene espintanol 1 , first isolated in 1991 from the spruce Oxandra espintana , was achieved in seven steps and with an overall yield of 11%. Key steps were the direct conversion of the methyl ester 6b to the methyl ketone 7 upon treatment with methyl lithium and the acid-catalyzed benzylic hydroperoxide rearrangement reaction of the secondary alcohol 11 to afford 1 .
Details
- ISSN :
- 00404020
- Volume :
- 50
- Database :
- OpenAIRE
- Journal :
- Tetrahedron
- Accession number :
- edsair.doi...........04b0b37ed566ac71df83fac9621e89c5