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Synthesis of Polyoxygenated Heterocycles by Diastereoselective Functionalization of a Bio-Based Chiral Aldehyde Exploiting the Passerini Reaction.

ABSTRACT: A chiral bio-based building block, prepared by the lipase-mediated desymmetrization of an erythritol derivative, was further functionalized and then submitted to stereoselective Passerini reactions, allowing the synthesis of a small library of new molecules. Thanks to the presence of different functional groups, further cyclizations were performed providing bicyclic polyoxygenated heterocycles.

SUBMITTER: Vitali Forconesi G

PROVIDER: S-EPMC7397154 | biostudies-literature | 2020 Jul

REPOSITORIES: biostudies-literature

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Synthesis of Polyoxygenated Heterocycles by Diastereoselective Functionalization of a Bio-Based Chiral Aldehyde Exploiting the Passerini Reaction.

Vitali Forconesi Gabriella G Banfi Luca L Basso Andrea A Lambruschini Chiara C Moni Lisa L Riva Renata R

Molecules (Basel, Switzerland) 20200715 14

A chiral bio-based building block, prepared by the lipase-mediated desymmetrization of an erythritol derivative, was further functionalized and then submitted to stereoselective Passerini reactions, allowing the synthesis of a small library of new molecules. Thanks to the presence of different functional groups, further cyclizations were performed providing bicyclic polyoxygenated heterocycles. ...[more]

PMID: 32679733

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