anti-1,2-Diols via Ni-catalyzed reductive coupling of alkynes and alpha-oxyaldehydes |
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Authors: | Luanphaisarnnont Torsak Ndubaku Chudi O Jamison Timothy F |
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Affiliation: | Department of Chemistry, Massachusetts Institute of Technology, Cambridge, 02139, USA. |
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Abstract: | [reaction: see text] Ni-catalyzed reductive coupling of aryl alkynes (1) and enantiomerically enriched alpha-oxyaldehydes (2) afford differentiated anti-1,2-diols (3) with high diastereoselectivity and regioselectivity, despite the fact that the methoxymethyl (MOM) and para-methoxybenzyl (PMB) protective groups typically favor syn-1,2-diol formation in carbonyl addition reactions of this family of aldehydes. |
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