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Letter

Palladium and Raney Nickel Catalyzed Methanolic Cleavage of Stable Borane−Amine Complexes

Supporting Info

Michel Couturier,* John L. Tucker, Brian M. Andresen, Pascal Dubé,^† and Joanna T. Negri

Process Research and Development, Pfizer Global Research and Development, Eastern Point Road, P.O. Box 8013, Groton, Connecticut 06340-8013

Org. Lett., 2001, 3 (3), pp 465–467

DOI: 10.1021/ol006969+

Publication Date (Web): January 17, 2001

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

†

Co-op international trainee from Université de Sherbrooke (Canada).

, michel_a_couturier@groton.pfizer.com

Abstract

Palladium and Raney nickel were found to catalyze the methanolysis of borane−amine adducts. Hence, strongly complexed amines can now be liberated by simple treatment with Pd/C or Raney Ni in methanol. The method is applicable to primary, secondary, tertiary, and aromatic amines, and the mildness of the reaction conditions allows preservation of otherwise labile functional groups.

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Published In Issue February 08, 2001
Received December 6, 2000

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Letter

Palladium and Raney Nickel Catalyzed Methanolic Cleavage of Stable Borane−Amine Complexes

Abstract

Tools

SciFinder Links

History

Recommend & Share

Related Content

Practical Large-Scale Synthesis of 3,4-Isopropylidenedioxypyrrolidine Hydrotosylate: Atom Economical Self-Hydrogenolysis of a Crystalline Borane−Benzylamine Adduct

Mild Oxidative Cleavage of Borane−Amine Adducts from Amide Reductions: Efficient Solution- and Solid-Phase Synthesis of N-Alkylamino Acids and Chiral Oligoamines

Preparation of Ammonia Borane in High Yield and Purity, Methanolysis, and Regeneration

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