A convenient synthesis of trans-sabinene hydrate from (−)-3-thujol via a highly selective ene reaction of singlet oxygen

trans-Sabinene hydrate ( 1), was synthesized from (−)-3-thujol ( 2) in four steps. The key step was the selective formation of trans-2-hydroxy-3-thujene ( 6) by photooxygenation of a 3:1 mixture of 2- and 3-thujenes ( 4 and 5) obtained from (−)-3-thujol mesylate ( 3). Hydrogenation of 6 gave compoun...

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Veröffentlicht in:	Bioorganic & medicinal chemistry 1996-03, Vol.4 (3), p.419-421
Hauptverfasser:	Baeckström, Peter, Koutek, Bohumir, Šaman, David, Vrkoč, Jan
Format:	Artikel
Sprache:	eng
Schlagworte:	Animals Bridged Bicyclo Compounds - chemistry Chromatography, Thin Layer Coleoptera - chemistry Magnetic Resonance Spectroscopy Monoterpenes Oxygen - chemistry Pheromones - chemical synthesis Stereoisomerism Terpenes - chemical synthesis
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