New total synthesis of (±)-herbertene, (±)-β-herbertenol and (±)-herbertenediol
✍ Scribed by Pranab Dutta Gupta; Ashutosh Pal; Arnab Roy; Debabrata Mukherjee
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 138 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The total syntheses of the herbertane sesquiterpenes (±)-herbertene (1), (±)-b-herbertenol ( 2) and (±)-herbertenediol (5) have been successfully accomplished involving copper-catalysed conjugate addition of Grignard reagents to unsaturated compounds and a,a-dimethylation of primary esters as key reactions.
📜 SIMILAR VOLUMES
Total synthesis of a-herbertenol, b-herbertenol and 1,13-herbertenediol, employing a Claisen rearrangement and ring-closing metathesis as key reactions for the generation of the cyclopentane containing vicinal quaternary carbons, has been described.
Stereoselective total syntheses of (±)-1,14-herbertenediol ( ) and (±)-tochuinyl acetate (10) and facile total syntheses of (±)-a-herbertenol ( ), (±)-b-herbertenol ( ) and (±)-1,4-cuparenediol (8) have been successfully accomplished involving intramolecular cyclisation of 3-aryl-3-methyl-6-bromohex
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