Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5227291 | Tetrahedron | 2009 | 9 Pages |
Abstract
Five different furfural derivatives were converted to chiral cyanohydrins by enzyme catalysis in good enantiomeric excess. After a sequence of silyl protection, nitrile reduction, tosylation and propargylation, substrates for the gold(I) catalyzed cycloisomerization of δ-alkynyl furans delivered good yields of enantiomerically pure dihydroxytetrahydroisoquinoline building blocks. Neither racemization nor elimination to quinolines was observed.
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