A General Catalytic Asymmetric Prins Cyclization

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• 作者：Luping Liu ; Philip S. J. Kaib ; Aurélien Tap ; Benjamin List
• 刊名：Journal of the American Chemical Society
• 出版年：2016
• 出版时间：August 31, 2016
• 年：2016
• 卷：138
• 期：34
• 页码：10822-10825
• 全文大小：358K
• 年卷期：0
• ISSN：1520-5126

文摘

A new class of highly acidic confined imino-imidodiphosphate (iIDP) Brønsted acids catalyze the asymmetric Prins cyclization of both aliphatic and aromatic aldehydes. Diverse functionalized 4-methylenetetrahydropyrans are obtained in good to excellent yields and with good to excellent regio- and enantioselectivities. Our iIDP catalysts provide an efficient and scalable enantioselective approach to various fragrances, including rose oxide and doremox.