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Enantioselective Dearomative Alkynylation of Chromanones: Opportunities and Obstacles

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A catalytic and highly enantioselective dearomative alkynylation of chromanones has been discovered that enables the construction of biologically relevant tertiary ether stereogenic centers. This methodology is robust, accommodating a variety… Click to show full abstract

A catalytic and highly enantioselective dearomative alkynylation of chromanones has been discovered that enables the construction of biologically relevant tertiary ether stereogenic centers. This methodology is robust, accommodating a variety of alkynes and chromanones. More than 40 substrates tested gave rise to >90% ee. Computational studies have indicated that the optimal indanyl ligand identified for most cases likely affords a network of supportive, non-covalent interactions that drive the enantioselective nature of the reaction.

Keywords: alkynylation chromanones; enantioselective dearomative; opportunities obstacles; dearomative alkynylation; chromanones opportunities

Journal Title: Synthesis
Year Published: 2022

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