Diastereoselective α‑Hydroxylation of <i>N</i>-<i>tert</i>-Butanesulfinyl Imidates and <i>N′</i>-<i>tert</i>-Butanesulfinyl Amidines\nwith Molecular Oxygen
Peng-Ju Ma (3640807)Hui Liu (33624)Yan-Jun Xu (639271)Haji Akber Aisa (536346)Chong-Dao Lu (1393924)
Abstract
Diastereoselective\nα-hydroxylation using molecular oxygen\nhas been achieved with chiral α-alkyl <i>N</i>-<i>tert</i>-butanesulfinyl imidates and α-aryl <i>N</i>′-<i>tert</i>-butanesulfinyl amidines. The aza-enolates\ngenerated from deprotonation of imidates/amidines can be intercepted\nby O<sub>2</sub> with excellent diastereocontrol and subsequently\ntransformed into α-hydroxylation products in the presence of\nthe reductant trimethyl phosphite.
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