TY - JOUR
T1 - Convergent synthesis of the BCDEFGHIJ-ring polyether core of gambieric acids, potent antifungal polycyclic ethers
AU - Sato, Kazushi
AU - Sasaki, Makoto
N1 - Funding Information:
This work was financially supported in part by the Sumitomo Foundation and Grants-in-Aid for Scientific Research from the Japan Society for Promotion of Science (JSPS) and Ministry of Education, Science, Sports, Culture and Technology, Japan (Scientific Research (B) 16310145 and Priority Area 16073202). A research fellowship for K.S. from JSPS is acknowledged.
PY - 2007/6/25
Y1 - 2007/6/25
N2 - A convergent synthesis of the nonacyclic BCDEFGHIJ-ring polyether core of gambieric acids, potent antifungal polycyclic ether marine natural products, has been achieved. The present synthesis involved as key features: (i) convergent union of the BCD- and GHIJ-ring fragments through esterification, (ii) construction of the E-ring as a lactone form via reductive acetylation, (iii) stereoselective allylation to establish the C26 stereocenter, and (iv) ring-closing metathesis reaction to form the nine-membered F-ring.
AB - A convergent synthesis of the nonacyclic BCDEFGHIJ-ring polyether core of gambieric acids, potent antifungal polycyclic ether marine natural products, has been achieved. The present synthesis involved as key features: (i) convergent union of the BCD- and GHIJ-ring fragments through esterification, (ii) construction of the E-ring as a lactone form via reductive acetylation, (iii) stereoselective allylation to establish the C26 stereocenter, and (iv) ring-closing metathesis reaction to form the nine-membered F-ring.
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U2 - 10.1016/j.tet.2007.02.039
DO - 10.1016/j.tet.2007.02.039
M3 - Article
AN - SCOPUS:34248663497
VL - 63
SP - 5977
EP - 6003
JO - Tetrahedron
JF - Tetrahedron
SN - 0040-4020
IS - 26
ER -
