TY - JOUR
T1 - Total syntheses of durgamone, nakorone, and abudinol B via biomimetic oxa- and carbacyclizations
AU - Tong, Rongbiao
AU - Valentine, Jason C.
AU - McDonald, Frank E.
AU - Cao, Rui
AU - Fang, Xikui
AU - Hardcastle, Kenneth I.
PY - 2007/2/7
Y1 - 2007/2/7
N2 - The first biomimetic total syntheses of ent-nakorone, ent-durgamone, and ent-abudinol B were accomplished by combining features of tandem polyepoxide cyclization with biomimetic polyene cyclization. The present biomimetic synthesis route offers efficient access to these marine natural products. In addition, the synthesis of the tetrasubstituted alkene of ent-abudinol B demonstrates the application of palladium-catalyzed cross-coupling of two different polycyclic ketones via the corresponding vinyl triflates, followed by partial hydrogenation of the resulting conjugated diene.
AB - The first biomimetic total syntheses of ent-nakorone, ent-durgamone, and ent-abudinol B were accomplished by combining features of tandem polyepoxide cyclization with biomimetic polyene cyclization. The present biomimetic synthesis route offers efficient access to these marine natural products. In addition, the synthesis of the tetrasubstituted alkene of ent-abudinol B demonstrates the application of palladium-catalyzed cross-coupling of two different polycyclic ketones via the corresponding vinyl triflates, followed by partial hydrogenation of the resulting conjugated diene.
UR - https://www.webofscience.com/wos/woscc/full-record/WOS:000243840100019
UR - https://openalex.org/W2001614247
UR - https://www.scopus.com/pages/publications/33846799213
U2 - 10.1021/ja068826+
DO - 10.1021/ja068826+
M3 - Journal Article
C2 - 17263384
SN - 0002-7863
VL - 129
SP - 1050
EP - 1051
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 5
ER -