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- Title
Construction of 3,4-Dihydrocoumarin Derivatives with Adjacent Quaternary and Tertiary Stereocenters: Organocatalytic Asymmetric Michael Addition of 2-Oxochroman-3-carboxylate Esters to trans- β-Nitroolefins.
- Authors
Jin, Hui; Cho, Soo Min; Hwang, Geum ‐ Sook; Ryu, Do Hyun
- Abstract
An asymmetric Michael addition of 2-oxochroman-3-carboxylate esters to trans-β-nitroolefins is described. This strategy can give direct access to dihydrocoumarin derivatives bearing adjacent quaternary and tertiary stereocenters with up to >99% yield, >20:1 dr, and >99% ee. The adduct was further transformed to a spiro-dihydrocoumarin compound in three steps with good yield.
- Subjects
COUMARIN derivatives; STEREOSELECTIVE reactions; ORGANOCATALYSIS; MICHAEL reaction; CHROMANS; CARBOXYLATES; NITROALKENES; ESTERS
- Publication
Advanced Synthesis & Catalysis, 2017, Vol 359, Issue 1, p163
- ISSN
1615-4150
- Publication type
Article
- DOI
10.1002/adsc.201600825