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Volumn 72, Issue 26, 2007, Pages 9924-9935

Enantioselective synthesis of chiral sulfones by Rh-catalyzed asymmetric addition of boronic acids to α,β-unsaturated 2-pyridyl sulfones

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; ENANTIOSELECTIVITY; MOLECULAR STRUCTURE; SYNTHESIS (CHEMICAL);

EID: 37549065965     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo7016197     Document Type: Article
Times cited : (95)

References (93)
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    • See supporting information for details on the preparation of substrates 3.
    • See supporting information for details on the preparation of substrates 3.
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    • Although we previously found that sulfone 3e does not react with phenylboronic acid,14a we have recently observed that this substrate is slightly reactive when a very fresh sample of Rh(acac)(C2H 4)2 is used as catalyst
    • 2 is used as catalyst.
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    • Slight differences in energy were observed depending upon the conformation of the pyridyl ring that always locates the nitrogen atom in anti arrangement with respect to one of the sulfonyl oxygens, probably in order to minimize dipole interactions
    • Slight differences in energy were observed depending upon the conformation of the pyridyl ring that always locates the nitrogen atom in anti arrangement with respect to one of the sulfonyl oxygens, probably in order to minimize dipole interactions.
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