Work

Enantioselective Dearomative Alkynylation of Chromanones: Opportunities and Obstacles

Year: 2022

Type: article

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.

Source: Synthesis

DOI: 10.1055/a-1811-8075

Authors: Anita E. Mattson, Yong Guan, Tadas Buivydas, Remy F. Lalisse, Rameez Ali, Christopher M. Hadad

Institutions: Worcester Polytechnic Institute, The Ohio State University

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: National Institutes of Health, National Institute of General Medical Sciences

Award: Silanediol Enabled Drug Discovery