A Catalyst‐Enabled Diastereodivergent Aza‐Diels–Alder Reaction: Complementarity of N‐Heterocyclic Carbenes and Chiral Amines
- 24 May 2016
- journal article
- research article
- Published by Wiley in Chemistry – A European Journal
- Vol. 22 (28), 9483-9487
- https://doi.org/10.1002/chem.201601626
Abstract
Highly efficient and diastereodivergent aza-Diels–Alder reactions have been developed to access either diastereomeric series of benzofuran-fused δ-lactams and dihydropyridines in nearly perfect stereoselectivity (d.r. >20:1, >99 % ee for all examples). The complementarity of N-heterocyclic carbene and chiral amine as the catalyst was demonstrated for the first time, together with an excellent level of catalytic efficiency (1 mol % loading).Keywords
Funding Information
- Singapore National Research Foundation (R-143-000-477-281, R-143-000-606-281)
- Ministry of Education (R-143-000-605-112)
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