rhizoxin-d and rhizoxin

rhizoxin-d has been researched along with rhizoxin* in 2 studies

Other Studies

2 other study(ies) available for rhizoxin-d and rhizoxin

ArticleYear
Stereoselective total synthesis of antitumor macrolide (+)-rhizoxin D.
    Organic letters, 2004, Apr-29, Volume: 6, Issue:9

    [structure: see text] A convergent, stereoselective total synthesis of the macrolide antitumor agent rhizoxin D is described. (+)-DIPCl-promoted asymmetric aldol reaction, Evans-Tishchenko 1,3-diol synthesis, modified Julia coupling, and Horner-Wadsworth-Emmons reactions are featured.

    Topics: Antineoplastic Agents; Lactones; Macrolides; Molecular Conformation; Stereoisomerism

2004
Enantioselective total synthesis of the antitumor macrolide rhizoxin D.
    The Journal of organic chemistry, 2003, May-30, Volume: 68, Issue:11

    The convergent, highly enantioselective synthesis of rhizoxin D, a natural product possessing potent antitumor and antifungal bioactivity, is described. The C(1)-C(9) fragment of the molecule was synthesized utilizing a threefold pseudosymmetric intermediate ultimately derived from gamma-butyrolactone. The central core of rhizoxin D was prepared via a chiral resolution/asymmetric aldol protocol. Several methods for the generation of the polyene fragment were explored, and the side-chain was ultimately prepared from serine in six steps. The unification of the left and right wings of the molecule was achieved using a one-step olefination protocol, and the macrocyclization was carried out using a Horner-Emmons olefination at the C(2)-C(3) olefin.

    Topics: Alkenes; Antineoplastic Agents; Catalysis; Cyclization; Indicators and Reagents; Lactones; Macrolides; Molecular Structure; Stereoisomerism

2003