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

G. Raveendra Reddy; B. Sreedhar; K. P.V. Subba Rao; K. Murali; Y. Narendra Reddy; T. Sreelatha; T. Veera Reddy; B. V. Subba Reddy

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

机译：串联Prins环化的立体选择性合成3,6-dihydro-2H-pyran支架。

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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.

机译：在10 mol％BF3·OEt2存在下于0°C的二氯甲烷中，各种各样的醛与3-亚甲基-5-苯基戊-4-yn-1-醇进行平滑的交叉偶联，得到相应的6-苯基-4 -（苯基乙炔基）-3,6-二氢-2H-吡喃衍生物，收率高，立体选择性好。这是通过Prins环化方案合成6-苯基-4-（苯基乙炔基）-3,6-二氢-2H-吡喃骨架的第一份报告。

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《Der Pharma Chemica: journal for medicinal chemistry, pharmaceutical chemistry and computational chemistry》 |2016年第20期|共8页
作者
G. Raveendra Reddy; B. Sreedhar; K. P.V. Subba Rao; K. Murali; Y. Narendra Reddy; T. Sreelatha; T. Veera Reddy; B. V. Subba Reddy;
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4. Synthesis of Fluorinated Piperidine Derivatives via aza-Prins Cyclization Using Electrochemical Oxidation [C] . Kouichi Matsumoto, Erin Hayashi, Rina Yanagi 日本化学会春季年会講演予稿集 . 2018

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

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