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Start Over Author "Burgin RN" Topic rhodium
2 results on '"Burgin RN"'

1. Competitive [2,3]- and [1,2]-oxonium ylide rearrangements. Concerted or stepwise?

Author

Jaber DM, Burgin RN, Helper M, Zavalij PY, and Doyle MP

Subjects
Catalysis, Crystallography, X-Ray, Methane analogs & derivatives, Molecular Conformation, Molecular Structure, Stereoisomerism, Acetoacetates chemistry, Onium Compounds chemistry, Rhodium chemistry
Abstract

The axial-equatorial conformational isomer distribution of the reactant diazoacetoacetate or its metal carbene intermediate is reflected in Rh(II) catalyzed oxonium ylide forming reactions of 3-(trans-2-arylvinyl)tetrahydropyranone-5-diazoacetoacetates that afford diastereoisomeric products for both the symmetry-allowed [2,3]- and the formally symmetry-forbidden [1,2]-oxonium ylide rearrangements.

Published
2012
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2. Control of selectivity in the generation and reactions of oxonium ylides.

Author

Jaber DM, Burgin RN, Hepler M, Zavalij P, and Doyle MP

Subjects
Catalysis, Models, Molecular, Stereoisomerism, Acetoacetates chemistry, Bridged Bicyclo Compounds chemistry, Pyrones chemistry, Rhodium chemistry
Abstract

Dirhodium catalyzed reactions of aryl-substituted tetrahydropyranone diazoacetoacetates produce ylide intermediates that unexpectedly yield two oxabicyclo[4.2.1]-nonane diastereoisomers, but a single diastereoisomer is formed by increasing the steric bulk of the aryl substituent.

Published
2011
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