Stereoselective Total Synthesis of (+)-Dodoneine
نویسنده
چکیده
SYNTHESIS 2010, No. x, pp 000A–000Exx.xx.2010 Advanced online publication: xx.xx.2010 DOI: 10.1055/s-0029-1218741; Art ID: P00610SS © Georg Thieme Verlag Stuttgart · New York Abstract: A total synthesis of the naturally occurring dihydropyranone dodoneine is reported. The combination of a highly catalytic enantioselective allylboration and a highly diastereoselective allylstannation was used for the stereoselective generation of the two stereogenic centers. The pyranone ring was created in two steps through generation of a Z-configured a,b-unsaturated ester and lactonization via intramolecular transesterification.
منابع مشابه
Stereoselective Total Synthesis of Dodoneine
Introduction. – The 6-substituted 5,6-dihydro-2H-pyran-2-one A, an a,b-unsaturated d-lactone, is an important structural subunit in many biologically promising natural products. This unit is of interest for a wide variety of biological activities, such as insect-growth inhibitors and insect antifeedent, cytotoxic activities, and antifungal and antitumor properties [1]. The pyran units are widel...
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