Diastereoselective reductive N-alkylation of (R,R)-trans-1,2-diaminocyclohexane with prochiral ketones using the Ti(O < sup > i < /sup > Pr) < inf > 4 < /inf > /NaBH < inf > 4 < /inf > system
Diastereoselective reductive N-alkylation of (R,R)-trans-1,2-diaminocyclohexane with prochiral ketones using the Ti(O < sup > i < /sup > Pr) < inf > 4 < /inf > /NaBH < inf > 4 < /inf > system
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Date
2009-06-19
Authors
Dalai, Manasi
Periasamy, Mariappan
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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. © 2009 Elsevier Ltd. All rights reserved.
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Tetrahedron Asymmetry. v.20(11)