18937-79-6Relevant articles and documents
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Bushby,R.J.,Whitham,G.H.
, p. 67 - 73 (1969)
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One-pot synthesis of trisubstituted monomethylated benzene-1,3-diols via a Michael addition-Dieckmann cyclization sequence from methyl (E)3-methoxy-4- methoxycarbonylbut-2-enoate anion and methyl alkynoates and its application to the total synthesis of nidulol
Covarrubias-Zuniga, Adrian,San German-Sanchez, Laura,Maldonado, Luis A.,Romero-Ortega, Moises,Avila-Zarraga, Jose G.
, p. 2293 - 2296 (2007/10/03)
The reaction of methyl (E)3-methoxy-4-methoxycarbonylbut-2-enoate (1) with a number of methyl alkynoates under appropriate conditions gave the monomethylated trisubstituted resorcinol derivatives 3 in a regiocontrolled manner, via a Michael addition-Dieckmann cyclization sequence in one pot. The resorcinol 3d, prepared in this manner, was used as the starting material for a three step, highly efficient (54% from 3d) synthesis of the bioactive fungal metabolite nidulol (4). Georg Thieme Verlag Stuttgart.