Title of article
A Synthetic Approach to the Furanocembrane Carbon Skeleton by a Regioselective Bromine-Magnesium Exchange Reaction
Author/Authors
Stock، Christoph نويسنده , , Hofer، Frank نويسنده , , Bach، Thorsten نويسنده ,
Issue Information
روزنامه با شماره پیاپی سال 2005
Pages
-510
From page
511
To page
0
Abstract
The dibromofuran 6 was prepared in four steps from dibromofurfural 3 in 73% yield. It was regioselectively metalated by a bromine-magnesium exchange reaction and was added to aldehyde 7. Alcohol 8 was obtained by this key step in 75% yield. Further functionalization reactions led to the precursors 17-19 for an intramolecular Nozaki-Hiyama coupling. The ringclosing Nozaki-Hiyama protocol was successfully implemented in the synthesis of the macrocyclic propargylic alcohol 20.
Keywords
Metalations , natural products , terpenoids , cross-coupling , Furans
Journal title
Synlett
Serial Year
2005
Journal title
Synlett
Record number
110564
Link To Document