‘One-pot’ organocatalyzed enantioselective synthesis of highly functionalized 3,4,5,6-tetrasubstituted dihydropyrans by sequential Knoevenagel condensation/Michael addition and hemiacetalization

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• 作者：Ajay R. Tilekar^a ; Arun R. Jagdale^a ; Gagan Kukreja^a ; G. Gautham Shenoy^b ; Neelima Sinha^a ; ^{neelimasinha@lupin.com}
• 刊名：Tetrahedron: Asymmetry
• 出版年：2017
• 出版时间：15 January 2017
• 年：2017
• 卷：28
• 期：1
• 页码：153-161
• 全文大小：998 K
• 卷排序：28

文摘

An organocatalytic ‘one-pot’ synthesis of highly functionalized 3,4,5,6-tetrasubstituted dihydropyrans has been developed. Excellent enantio- and diastereo selectivity with good yields are some of the salient features of this methodology. This reaction takes advantage of proline based catalysts and follows stepwise sequential transformations including Knoevenagel condensation–Michael addition–hemiacetalization towards the synthesis of complex dihydropyranol framework.