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Diastereoselective Synthesis of Cyclopenta[c]furans by a Catalytic Multicomponent Reaction.

ABSTRACT: A diastereoselective three-component reaction between alkynyl enones, aldehydes and secondary amines is reported. With the aid of a benign indium catalyst, a range of highly substituted cyclopenta[c]furan derivatives can be obtained in a single-step procedure. The formation of the stereodefined heterocyclic motifs takes place via in?situ generation of enamines followed by two sequential cyclization steps.

SUBMITTER: Pathipati SR

PROVIDER: S-EPMC5113805 | biostudies-literature | 2016 Sep

REPOSITORIES: biostudies-literature

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Diastereoselective Synthesis of Cyclopenta[c]furans by a Catalytic Multicomponent Reaction.

Pathipati Stalin R SR van der Werf Angela A Eriksson Lars L Selander Nicklas N

Angewandte Chemie (International ed. in English) 20160819 39

A diastereoselective three-component reaction between alkynyl enones, aldehydes and secondary amines is reported. With the aid of a benign indium catalyst, a range of highly substituted cyclopenta[c]furan derivatives can be obtained in a single-step procedure. The formation of the stereodefined heterocyclic motifs takes place via in situ generation of enamines followed by two sequential cyclization steps. ...[more]

PMID: 27538999

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