Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 23, Pages 9237-9240Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo9018649
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- Deutsche Forschungsgemeinschaft [Schm 1095/3-3]
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The enantiomerically pure C-2-syrnmetrical hexa-1,5-diene-3,4-diol is selectively monopropargylated. The products undergo ring-closing enyne metathesis to give exclusively dihydropyrans as single stereoisomers. An unprotected hydroxy group is identified as the factor controlling the ring-size selectivity.
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