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Tandem Prins cyclization for the Stereo selective synthesis of 3,6-dihydro-2H-pyran scaffolds | Abstract

Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry, Pharmaceutical Sciences and Computational Chemistry

ISSN: 0975-413X
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Abstract

Tandem Prins cyclization for the Stereo selective synthesis of 3,6-dihydro-2H-pyran scaffolds

Author(s): G. Raveendra Reddy, B. Sreedhar, K. P.V. Subba Rao, K. Murali, Y. Narendra Reddy, T. Sreelatha, T. Veera Reddy and B. V. Subba Reddy

A wide array of aldehydes undergo smooth cross-coupling with 3-methylene-5-phenylpent-4-yn-1-ol in the presence of 10 mol% BF3·OEt2 at 0 °C in dichloromethane afforded the corresponding 6-phenyl-4-(phenylethynyl)-3,6- dihydro-2H-pyran derivatives in good yields with excellent stereoselectively. This is the first report for the synthesis of 6-phenyl-4-(phenylethynyl)-3,6-dihydro-2H-pyran scaffolds via Prins cyclization protocol.


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