Diastereoselective reductive N-alkylation of (R,R)-trans-1,2-diaminocyclohexane with prochiral ketones using the Ti(OiPr)4/NaBH4 system

Dalai, Manasi ; Periasamy, Mariappan (2009) Diastereoselective reductive N-alkylation of (R,R)-trans-1,2-diaminocyclohexane with prochiral ketones using the Ti(OiPr)4/NaBH4 system Tetrahedron: Asymmetry, 20 (11). 1247-1253 . ISSN 0957-4166

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S09574...

Related URL: http://dx.doi.org/10.1016/j.tetasy.2009.05.004

Abstract

A simple and convenient one-pot method for the reductive N-alkylation of (R,R)-trans-1,2-diaminocyclohexane by prochiral ketones using a Ti(OiPr)4/NaBH4 system to obtain the corresponding alkyl amine derivatives in 76–95% yields with good diastereoselectivity (dr=up to 23:1:1) is reported.

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