Synthesis of locked half-chair and boat δ-lactones from the sesquiterpenoid drimenol
| Autor: | G. A. Lindsay, K. H. Overton |
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| Rok vydání: | 1973 |
| Předmět: | |
| Zdroj: | J. Chem. Soc., Perkin Trans. 1. :385-391 |
| ISSN: | 1364-5463 0300-922X |
| DOI: | 10.1039/p19730000385 |
| Popis: | The half-chair δ-lactone 4α,6β,10,10-tetramethyl-1αH-3-oxabicyclo[4,4,0]decan-2-one (1)[(5)] and the epimeric boat δ-lactone 4β,6β,10,10-tetramethyl-1αH-3-oxabicyclo[4,4,0]decan-2-one (2)[(6)] have been synthesised from the sesquiterpenoid drimenol via the intermediates 1α-(1-acetoxymethylacetonyl)-2β-methoxycarbonylmethyl-1 β,3,3-trimethylcyclohexane (7), 1α-acetonyl-2β-methoxycarbonylmethyl-1 β,3,3-trimethylcyclohexane (9), 2β-carboxy-1α-[(2R)-2-hydroxypropyl]-1β,3,3-trimethylcyclohexane (13), and 2β-carboxy-1α-[(2S)-2-hydroxypropyl]-1β,3,3-trimethylcyclohexane (26). |
| Databáze: | OpenAIRE |
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