Abstract

Prins–Ritter cyclization performed from hepta-1,6-dien-4-ol and various aldehydes, promoted by bismuth(II) triflate, afforded N-(tetrahydropyranyl)acetamides in moderate to high yields. Subsequent Wacker-type oxidation using Dess–Martin periodinane (DMP) delivered the corresponding ketones.

Prins–Ritter cyclization performed from hepta-1,6-dien-4-ol and various aldehydes, promoted by bismuth(II) triflate, afforded N-(tetrahydropyranyl)acetamides in moderate to high yields. Subsequent Wacker-type oxidation using Dess–Martin periodinane (DMP) delivered the corresponding ketones.

中文翻译：

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高度立体选择性串联双螺旋对Hepta-1,6-dien-4-ol的不对称化-Ritter环化：获得新的THP乙酰胺

摘要

由七，1,6-二烯-4-醇和各种醛类（由三氟甲磺酸铋（II）促进）进行的Pritter-Ritter环化，可中等至高收率地提供N-（四氢吡喃基）乙酰胺。随后，使用Dess-Martin高碘烷（DMP）进行的Wacker型氧化反应产生了相应的酮。

由七，1,6-二烯-4-醇和各种醛类（由三氟甲磺酸铋（II）促进）进行的Pritter-Ritter环化，可中等至高收率地提供N-（四氢吡喃基）乙酰胺。随后，使用Dess-Martin高碘烷（DMP）进行的Wacker型氧化反应产生了相应的酮。