Enantioselective Synthesis of Dihydropyran-Fused Indoles through [4+2] Cycloaddition between Allenoates and 3-Olefinic Oxindoles

Feng Wang, Zhen Li, Jie Wang, Xin Li, Jin Pei Cheng

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Abstract

A highly enantioselective [4+2] annulation with respect to allenoates and 3-olefinic oxindoles catalyzed by Lewis base was reported, which proved to be an efficient way to synthesize chiral dihydropyran-fused indoles. The cycloaddition products were generally obtained in high yields (up to 98%) with very good enantioselectivities (up to 94% enantiomeric excess). (Chemical Equation Presented).

Original languageEnglish
Pages (from-to)5279-5286
Number of pages8
JournalJournal of Organic Chemistry
Volume80
Issue number10
DOIs
StatePublished - 15 May 2015
Externally publishedYes

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