Enantiodivergent synthesis of 1,2-bis(diphenylphosphino)ethanes via asymmetric [3 + 2]-cycloaddition
Literature Information
Publication Date
2019-01-25
DOI
10.1039/C8QO01404C
Impact Factor
5.281
Authors
Bing Liu, Wenbo Li, Hai-Hong Wu, Junliang Zhang
View Original
Abstract
The present work provides efficient access to chiral cyclic 1,2-bis(diphenylphosphino)ethanes (DPPEs) directly from diphosphine oxide alkenes and azomethine ylides via asymmetric [3 + 2] cycloaddition. Both enantiomers of the products can be obtained in good to excellent diastereo- and enantioselectivities (up to >20 : 1 dr and 99% ee). Mild conditions, gram-scale experiment, diverse transformations and preliminary catalytic applications of the DPPEs make this approach highly attractive.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
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2-Methyl-2-propanyl 4-iodo-1-piperidinecarboxylate
CAS Number:
301673-14-3
Molecular Formula:
C10H18INO2
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