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Indium trichloride mediated intramolecular Prins-type cyclization
Yong Seo Cho1, Hye Yeon Kim, Joo Hwan Cha
1Biochemicals Research Center, Korea Institute of Science and Technology, P.O. Box 131, Cheongryang, Seoul 130-650, Korea. ys4049@kist.re.kr
Organic Letters
|June 7, 2002
Abstract:
[reaction: see text] 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.