Synlett 2000; 2000(7): 1049-1051
DOI: 10.1055/s-2000-6659
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Efficient Synthesis of Optically Active 2-Azido-1-arylethanols via Oxazaborolidine - Catalysed Asymmetric Borane Reduction

J. S. Yadav* , P. Thirupathi Reddy, S. Riaz Hashim
  • *Organic Chemistry Division-1, Indian Institute of Chemical Technology, Hyderabad-500 007, India; E-mail: jsy@csiict.ren.nic.in
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Publication History

Publication Date:
31 December 2000 (online)

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A simple, efficient, stereo- and regio-selective method for the synthesis of optically active 2-azido-1-phenylethanols by asymmetric reduction of 2-azidoacetophenones with in situ generated, oxazaborolidine-borane complexes in THF, is described. This new method appears to be an alternative to the classical methods previously reported.

α-azidoarylketones - oxazaborolidine catalyst - 1-azido-2-arylethanols - asymmetric borane reduction - (s)-diphenylprolinol