Direct reductive aminations with catalytic molybdenum dioxide dichloride and phenylsilane

Smith, Clive A. and Cross, Laura E. and Hughes, Kimberley and Davis, Rebecca E. and Judd, Duncan B. and Merritt, Andrew T. (2009) Direct reductive aminations with catalytic molybdenum dioxide dichloride and phenylsilane. Tetrahedron Letters, 50 (34). pp. 4906-4911. ISSN 0040-4039 (http://dx.doi.org/10.1016/j.tetlet.2009.06.071)

Abstract

A powerful direct reductive amination (DRA) method is developed, using catalytic MoO2Cl2 and phenylsilane (PhSiH3) as the reducing agent. The alkylation of a range of amines (pK(a) 0-7.8) with both an electron-deficient and two electron-rich-aldehydes is achieved in good to excellent yields. The novel employment of this DRA in alcoholic solvents significantly improves the reaction scope and excellent functional group selectivity is exhibited.

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  Item type:	Article
  ID code:	19025
  Dates:	Date Event 26 August 2009 Published
  Keywords:	direct reductive amination (DRA), molybdenum dioxide dichloride, phenylsilane, sodium triacetoxyborohydride, aryl PFP-sulfonate esters, Science (General), Biochemistry, Organic Chemistry, Drug Discovery
  Subjects:	Science > Science (General)
  Department:	Faculty of Science
  Depositing user:	Strathprints Administrator
  Date deposited:	25 May 2010 10:12
  Last modified:	20 May 2023 03:40
  URI:	https://strathprints.strath.ac.uk/id/eprint/19025