TY - JOUR
T1 - Convergent synthesis of the FGHI ring system of yessotoxin
T2 - Stereoselective construction of the G ring
AU - Watanabe, Koji
AU - Suzuki, Miho
AU - Murata, Michio
AU - Oishi, Tohru
N1 - Funding Information:
This research was financially supported in part by a Grant-in-Aid for Scientific Research (B), a Grant-in-Aid for Scientific Research on Priority Areas ‘Exploitation of Multi-Element Cyclic Molecules’ and ‘Creation of Biologically Functional Molecules’ from The Ministry of Education, Culture, Sports, Science and Technology, Japan. K.W. is grateful to the 21st Century COE Program for financial support.
PY - 2005/6/6
Y1 - 2005/6/6
N2 - A convergent synthetic route to the FGHI ring system of yessotoxin, a marine ladder polyether, has been developed. The synthesis features convergent coupling of the diol and the aldehyde to form α-cyano ethers via acetal formation followed by ring closing metathesis and reductive etherification to construct the oxocane ring G and tetrahydropyran ring H, respectively. The β-methyl group on the G ring was stereoselectively introduced by alkylation of the corresponding ketone.
AB - A convergent synthetic route to the FGHI ring system of yessotoxin, a marine ladder polyether, has been developed. The synthesis features convergent coupling of the diol and the aldehyde to form α-cyano ethers via acetal formation followed by ring closing metathesis and reductive etherification to construct the oxocane ring G and tetrahydropyran ring H, respectively. The β-methyl group on the G ring was stereoselectively introduced by alkylation of the corresponding ketone.
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U2 - 10.1016/j.tetlet.2005.04.040
DO - 10.1016/j.tetlet.2005.04.040
M3 - Article
AN - SCOPUS:18844418727
SN - 0040-4039
VL - 46
SP - 3991
EP - 3995
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 23
ER -
