Tandem Intramolecular Michael Addition/Aldol Condensation or Acylation Applied to D-Glucose-Derived Substrates: Preparation of Enantiomeric Octahydronaphthalenone Derivatives Equipped with C- and O-Functionalities

DOI: 10.1021/jo00042a034

Source and publish data:

Journal of Organic Chemistry p. 4496 - 4506 (1992)

Update date:2022-08-02

Topics:

Authors:

Tadano, Kin-ichi

Nagashima, Kensuke

Ueno, Yoshihide

Ogawa, Seiichiro

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Article abstract of DOI:10.1021/jo00042a034

An enantiomerically pure (1,2-isopropylidenedioxy)tetrahydrofuran derivative, 9, bearing acetonyl and propionaldehyde side chains smoothly underwent aldol cyclization under basic conditions.The major product was the cis-aldol 21S, accompanied by the trans

Full text of DOI:10.1021/jo00042a034

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Product name:(4aS,6S,6aS,7aR,10aR,10bR,10cS)-6-Benzyloxy-9,9-dimethyl-4a,5,6,6a,7a,10a,10b,10c-octahydro-4H-7,8,10-trioxa-pentaleno[1,2-a]naphthalen-1-one

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