Gold(I)-Catalyzed Intermolecular Cycloaddition of Allenamides with α,β-Unsaturated Hydrazones: Efficient Access to Highly Substituted Cyclobutanes
Cycloaddition Reaction
Molecular Structure
Hydrazones
Materias::Investigación::23 Química
Stereoisomerism
Allenamides
01 natural sciences
Catalysis
0104 chemical sciences
:Investigación::23 Química [Materias]
Alkadienes
Combinatorial Chemistry Techniques
Gold
Cycloaddition
Cyclobutanes
DOI:
10.1021/ol503121q
Publication Date:
2014-11-19T15:40:29Z
AUTHORS (6)
ABSTRACT
α,β-Unsaturated N,N-dialkyl hydrazones undergo a mild [2 + 2] cycloaddition to allenamides when treated with a suitable gold catalyst. The method, which represents the first application of N,N-dialkyl hydrazones in gold catalysis, is compatible with a wide variety of substituents at the alkenyl moiety of the hydrazone component, proceeds with excellent levels of regio- and diastereoselectivity, and provides densely substituted cyclobutanes with good to excellent yields.
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