Journal
TETRAHEDRON
Volume 60, Issue 6, Pages 1375-1383Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2003.08.065
Keywords
homoallylic alcohols; pentadienylation reaction; stereocontrol; zirconium
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A variety of 2,4-pentadienylzirconiums were generated by reacting pentadienyl ethers with zirconocene 'CP2Zr'. These complexes underwent a highly gamma-regioselective and anti-stereoselective in situ addition with carbonyl compounds to afford bis(homoallylic) alcohols in good yields. The reversal of anti vs syn selectivity was simply achieved with BF3, thus expanding the synthetic potential of the reaction. (C) 2003 Elsevier Ltd. All rights reserved.
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