High pressure mediated asymmetric henry reaction of nitromethane with carbonyl compounds catalyzed by cinchona alkaloids

Yukihiro Misumi, Robert Bulman, Kiyoshi Matsuimoto

    Research output: Contribution to journalArticlepeer-review

    51 Citations (Scopus)

    Abstract

    Asymmetric nitroaldol reactions, catalyzed by cinchona alkaloid, of nitromethane have been investigated. High pressure played an interesting role in the overall reactions that form β-nitro alcohols. From the enantiomeric states of the products formed under different reaction conditions, we deduce that the nature of transition termolecular species formed by the carbonyl compounds with quinidine or quinine determines the stereoselective outcome of the reaction under high pressure.

    Original languageEnglish
    Pages (from-to)599-605
    Number of pages7
    JournalHeterocycles
    Volume56
    Issue number1-2
    DOIs
    Publication statusPublished - 1 Jan 2002

    Fingerprint

    Dive into the research topics of 'High pressure mediated asymmetric henry reaction of nitromethane with carbonyl compounds catalyzed by cinchona alkaloids'. Together they form a unique fingerprint.

    Cite this