pestalotiopsin-a and 3-hydroxybutanal

pestalotiopsin-a has been researched along with 3-hydroxybutanal* in 1 studies

Other Studies

1 other study(ies) available for pestalotiopsin-a and 3-hydroxybutanal

ArticleYear
Total syntheses of (+)- and (-)-pestalotiopsin A.
    The Journal of organic chemistry, 2009, Sep-04, Volume: 74, Issue:17

    An enantioselective total synthesis of both enantiomers of caryophyllene-type sesquiterpenoid pestalotiopsin A has been achieved, thereby establishing the absolute stereochemistry of natural (+)-pestalotiopsin A. Highlights of the synthesis include a [2 + 2] cycloaddition of N-propioloyl Oppolzer's camphorsultam and ketene dialkyl acetal and subsequent highly stereoselective 1,4-hydride addition/protonation, an aldol reaction of functionalized bicyclic lactone with aldehyde, an efficient intramolecular Nozaki-Hiyama-Kishi (NHK) reaction for the construction of the highly strained (E)-cyclononene ring, and a palladium-catalyzed reduction of allylic mesylate with retention of the E configuration.

    Topics: Aldehydes; Catalysis; Chemistry, Organic; Cyclization; Inhibitory Concentration 50; Lactones; Models, Chemical; Molecular Structure; Palladium; Sesquiterpenes; Stereoisomerism; X-Ray Diffraction

2009