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InCl₃-promoted a novel Prins cyclization for the synthesis of hexahydro-1H-furo[3,4-c]pyran derivatives

Author:
Reddy, B.V. Subba, Sreelatha, Marepally, Kishore, Ch., Borkar, Prashant, Yadav, J.S.
Source:
Tetrahedron letters 2012 v.53 no.22 pp. 2748-2751
ISSN:
0040-4039
Subject:
aldehydes, ambient temperature, chemical reactions, chemical structure, methanol
Abstract:
(2-(4-Methoxyphenyl)-4-methylenetetrahydrofuran-3-yl)methanol reacts smoothly with different aldehydes in the presence of InCl₃ at an ambient temperature to afford a novel series of cis-fused 7a,3,6-trisubstituted hexahydro-1H-furo[3,4-c]pyran derivatives in good yields with high selectivity. This is the first Letter on the synthesis of cis-fused hexahydro-1H-furo[3,4-c]pyran derivatives via the Prins cyclization.
Agid:
1099349