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).
Citation:
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., 27:6 (2017), 628–630
Linking options:
https://www.mathnet.ru/eng/mendc2083
https://www.mathnet.ru/eng/mendc/v27/i6/p628
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