Chiral 1,2-diols have been prepared from alpha-aminoxylated aldehydes or cyclohexanone and Grignard reagents with L-proline or its tetrazole derivative as the catalyst. The presence of the ate complex of CeCl(3)2 LiCl is essential for the high overall yields and good selectivities (see scheme; DMSO = dimethyl sulfoxide, THF = tetrahydrofuran, Tol = tolyl).
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Jiao et al. (2009) studied this question.
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