Communications

Synthesis, structure and catalytic activity of new ferrocenyl-containing secondary alcohols derived from L-proline

R. O. Burlutsky^a, E. S. Yudina^a, A. V. Churakov^b, D. A. Lemenovskii^a, V. P. Dyadchenko<sup>a

a</sup> Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation
^b N.S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

Abstract: New ferrocenyl-containing diastereomeric secondary alcohols derived from L-proline of (ferrocenyl)(pyrrolidin-2-yl)methanol chemotype were synthesized. Their crystal and molecular structure was explored. The prepared chiral secondary and tertiary alcohols in which hydroxy group is sterically hindered by ferrocene substituents show asymmetric induction effect in reaction between diethylzinc and benzaldehyde.

Keywords: asymmetric organocatalysis, ferrocene, proline, benzyloxycarbonyl protective group, ferrocenylmagnesium bromide, chiral secondary alcohols, X-ray molecular structure, enantioselective addition, diethylzinc.

Language: English

DOI: 10.1016/j.mencom.2024.02.013

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