Abstract
A concise route to multigram quantities of the antibacterial diterpene (+)-totarol (1) is reported. (-)-Sclareol (2) was converted to the target compound 1 using either a six- or a seven-step sequence, while only three steps were required to access (+)-totarol ( 1) starting from (+)-manool (9) or (+)-13-epi-manool (10), respectively. A novel one-pot intramolecular aldol condensation/α-alkylation protocol served as the key operation for streamlining the syntheses of 1.
Original language | English |
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Pages (from-to) | 172-180 |
Number of pages | 9 |
Journal | Arkivoc |
Volume | 2012 |
Issue number | 3 |
DOIs | |
Publication status | Published - 23 Jan 2012 |
Externally published | Yes |
Keywords
- Antibacterials
- Diterpenes
- Manool
- Natural products
- Sclareol
- Semisynthesis
ASJC Scopus subject areas
- Organic Chemistry