A. V. Pavlushin, V. S. Moshkin, V. Ya. Sosnovskikh, “A novel diastereoselective α-functionalization of proline with benzaldehydes: synthesis of α-(α-hydroxybenzyl)prolines”, Mendeleev Commun., 2017, Volume 27, Issue 6,Pages <nobr>628

This article is cited in 3 papers

Communications

A novel diastereoselective α-functionalization of proline with benzaldehydes: synthesis of α-(α-hydroxybenzyl)prolines

A. V. Pavlushin, V. S. Moshkin, V. Ya. Sosnovskikh

Department of Chemistry, Ural Federal University, Ekaterinburg, Russian Federation

Abstract: 2-Oxapyrrolizidines formed in reactions of methyl prolinate with two molecules of aromatic aldehyde upon gradual hydrolysis give α-(α-hydroxybenzyl)prolines. The products are preferentially formed as one diastereomer (91–100%) in overall yield 33–50% (five stages starting from proline).

Language: English

DOI: 10.1016/j.mencom.2017.11.031

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