Indium Trichloride Mediated Intramolecular Prins-Type Cyclization

Indium Trichloride Mediated Intramolecular Prins-Type Cyclization

Intramolecular Prins-type reactions of compounds having both functionalities of homoallyl alcohol and acetal moiety are described. The intramolecular Prins cyclizations were performed using indium trichloride in chloroform or 25% aqueous THF. Both 9-oxabicyclo[3.3.1]nonane and 3,9-dioxabicyclo[3.3.1...

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Veröffentlicht in:Organic letters 2002-06, Vol.4 (12), p.2025-2028
Hauptverfasser: Cho, Yong Seo, Kim, Hye Yeon, Cha, Joo Hwan, Pae, Ae Nim, Koh, Hun Yeong, Choi, Jung Hoon, Chang, Moon Ho
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Sprache:eng
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Zusammenfassung:Intramolecular Prins-type reactions of compounds having both functionalities of homoallyl alcohol and acetal moiety are described. The intramolecular Prins cyclizations were performed using indium trichloride in chloroform or 25% aqueous THF. Both 9-oxabicyclo[3.3.1]nonane and 3,9-dioxabicyclo[3.3.1]nonane compounds were successfully obtained in moderate yields.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol025856i