An Enantioselective Cascade Cyclopropanation Reaction Catalyzed by Rhodium(I): Asymmetric Synthesis of Vinylcyclopropanes

N‐Tosylhydrazone‐yne‐ene substrates are satisfactorily prepared and their cyclization under rhodium catalysis is evaluated. A cascade process involving rhodium vinyl carbene formation – through carbene/alkyne metathesis – and cyclopropanation has been developed to stereoselectively afford vinylcyclo...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2016-11, Vol.358 (22), p.3512-3516
Main Authors: Torres, Òscar, Roglans, Anna, Pla-Quintana, Anna
Format: Article
Language:English
Subjects:
Alkynes
Asymmetry
Carbenes
Cascades
Catalysis
Chemical reactions
cyclization
cyclopropanes
enantioselectivity
Rhodium
Synthesis (chemistry)
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Summary:N‐Tosylhydrazone‐yne‐ene substrates are satisfactorily prepared and their cyclization under rhodium catalysis is evaluated. A cascade process involving rhodium vinyl carbene formation – through carbene/alkyne metathesis – and cyclopropanation has been developed to stereoselectively afford vinylcyclopropanes.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201600789