Catalytic Asymmetric 1,3-Dipolar Cycloaddition of Two Different Ylides: Facile Access to Chiral 1,2,4-Triazinane Frameworks

Ylides at a crossing: An unprecedented 1,3‐dipolar cycloaddition (cross‐cycloaddition) between two different ylides (see scheme) was realized by using the chiral CuI/tBu‐Phosferrox complex as the catalyst under mild reaction conditions. This catalytic system provides an expeditious approach to the c...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2013-11, Vol.52 (47), p.12377-12380
Main Authors: Tong, Min-Chao, Chen, Xuan, Tao, Hai-Yan, Wang, Chun-Jiang
Format: Article
Language:English
Subjects:
asymmetric catalysis
Asymmetry
Azo Compounds - chemistry
azomethine ylide
Catalysis
Catalysts
Construction
Coordination Complexes - chemistry
copper
Copper - chemistry
Crystallography, X-Ray
Cycloaddition
Cycloaddition Reaction
Derivatives
heterocycles
Molecular Conformation
Stereoisomerism
Thiosemicarbazones - chemistry
Triazines - chemistry
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Summary:Ylides at a crossing: An unprecedented 1,3‐dipolar cycloaddition (cross‐cycloaddition) between two different ylides (see scheme) was realized by using the chiral CuI/tBu‐Phosferrox complex as the catalyst under mild reaction conditions. This catalytic system provides an expeditious approach to the construction of highly functionalized 1,2,4‐triazinane derivatives in good yields with excellent diastereoselectivities and enantioselectivities.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201306300