pectenotoxin-4 and propadiene

pectenotoxin-4 has been researched along with propadiene* in 2 studies

Other Studies

2 other study(ies) available for pectenotoxin-4 and propadiene

ArticleYear
Spirodiepoxide strategy to the C ring of pectenotoxin 4: synthesis of the C1-C19 sector.
    Organic letters, 2010, Mar-05, Volume: 12, Issue:5

    The synthesis of a C1-C19 precursor to pectenotoxin 4 is presented. The strategy employed the functionalized allene shown. Key features include: olefin metathesis of two simple fragments to prepare the left portion of the allene-precursor, diastereoselective propargylation of an epoxy aldehyde to form the right portion, use of the DMDO-stable m-fluorobenzyl ether, and an allene spirodiepoxidation/C-ring formation cascade.

    Topics: Alkadienes; Catalysis; Copper; Epoxy Compounds; Macrolides; Stereoisomerism; Substrate Specificity

2010
A spirodiepoxide-based strategy to the A-B ring system of pectenotoxin 4.
    Organic letters, 2007, Mar-01, Volume: 9, Issue:5

    [reaction: see text] A synthesis of a pectenotoxin 4 C1-C15 segment is reported. Suitable C1-C7 and C8-C15 segments were prepared, coupled, converted to I and the C3-hydroxy variant, and then cyclized. Key findings include the stereoselective conversion of the allene to the corresponding spirodiepoxide, oxidative cleavage of the p-methoxybenzyl ether, and cyclization of the spirodiepoxide to spiroketal II.

    Topics: Alkadienes; Cyclization; Epoxy Compounds; Macrolides; Molecular Structure; Oxidation-Reduction; Stereoisomerism

2007