Total synthesis of solanoeclepin A

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Total synthesis of solanoeclepin A 何玉萍 2011-06-11

a, Potato cyst nematode Globodera rostochiensis a, Potato cyst nematode Globodera rostochiensis. b, Cysts on potato roots, which protect the nematodes until hatch stimulants produced by the host plant are present. c, Potato field affected by potato cyst nematodes.

stereoselective Simmon-Smith reaction Coupling reaction G E D based-induced intramolecular cyclization F C A B intramolecular Diels-Alder reaction

Meinwald rearrangement Sharpless 环氧化反应

Meinwald rearrangement Pd(0)/PR3 (5 mol %), Bi(OTf)3·xH2O (0.1 mol %), IrCl3·xH2O (1 mol %), and Er(OTf)3 (1 mol %) hydrgeon migration CrTPP(OTf), (1 mol %), CrTBPC(OTf ) , (1 mol %) alkyl migration

J . Am. Chem. Soc.,1958, 80, 6303 Tetrahedron Letters, 2003, 44 , 7687 J. Am. Chem. Soc. 2004, 126, 9554 Chem. Commun., 2009, 1255

Simmons–Smith reaction J. Am. Chem. Soc. Vol. 120, No. 46, 1998,11945

mechanism J. Org. Chem., Vol. 40, No. 7, 1975

mechanism

Hiyama Coupling

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solanoeclepin A