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The oxidative mannich reaction catalyzed by dirhodium caprolactamate.


ABSTRACT: Dirhodium caprolactamate [Rh2(cap)4] is a highly effective catalyst for the oxidative Mannich reaction. The reaction proceeds via C-H oxidation of a tertiary amine followed by nucleophilic capture. This green transformation is conducted in protic solvent using inexpensive T-HYDRO (70% t-BuOOH in water). Synthetically valuable gamma-aminoalkyl butenolides are obtained.

SUBMITTER: Catino AJ 

PROVIDER: S-EPMC2610808 | biostudies-literature | 2006 May

REPOSITORIES: biostudies-literature

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The oxidative mannich reaction catalyzed by dirhodium caprolactamate.

Catino Arthur J AJ   Nichols Jason M JM   Nettles Brian J BJ   Doyle Michael P MP  

Journal of the American Chemical Society 20060501 17


Dirhodium caprolactamate [Rh2(cap)4] is a highly effective catalyst for the oxidative Mannich reaction. The reaction proceeds via C-H oxidation of a tertiary amine followed by nucleophilic capture. This green transformation is conducted in protic solvent using inexpensive T-HYDRO (70% t-BuOOH in water). Synthetically valuable gamma-aminoalkyl butenolides are obtained. ...[more]

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