Asymmetric Synthesis of Lactones with High Enantioselectivity by Intramolecular Carbon-Hydrogen Insertion Reactions of Alkyl Diazoacetates Catalyzed by Chiral Rhodium(II) Carboxamides

Journal of the American Chemical Society

Volumn 113, Issue 23, 1991, Pages 8982-8984

  Doyle, Michael P ^a   van Oeveren, Arjan ^a   Westrum, Larry J ^a   Clayton, Thomas W ^a   Protopopova, Marina N ^b  

^a TRINITY UNIVERSITY   (United States)

^b N D ZELINSKY INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001051581     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00023a077     Document Type: Article

References (29)

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27. Enantioselectivities were determined with the use of Eu(tfc)3 chiral NMR shift reagent and by GC on a Chiraldex γ-cyclodextrin trifluoroacetate column.
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29. Aromatic cycloaddition is competitive with carbon-hydrogen insertion, but the product yields of the resulting bicyclic compound are only half those of 7; carbene dimers and azine constitute the remainder of the product distribution.