A Novel Prins Cyclization through Benzylic/Allylic C−H Activation
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- 作者：Binxun Yu ; Tuo Jiang ; Junpeng Li ; Yingpeng Su ; Xinfu Pan ; Xuegong She
- 刊名：Organic Letters
- 出版年：2009
- 出版时间：August 6, 2009
- 年：2009
- 卷：11
- 期：15
- 页码：3442-3445
- 全文大小：200K
- 年卷期：v.11,no.15(August 6, 2009)
- ISSN：1523-7052
文摘
A step-economic method to construct the tetrahydropyran ring, involving sequential benzylic/allylic C−H bond activation via DDQ oxidation and nucleophilic attack of an unactivated olefin, is described. The equatorial-trisubstituted Prins products are obtained from benzyl and allyl homoallylic ethers with high yield and stereochemical fidelity.