Isomerization of Allyl Ethers Initiated by Lithium Diisopropylamide
Chicheung Su and Paul G. Williard*
*Department of Chemistry, Brown University, Providence, Rhode Island 02912, United States, Email: pgwbrown.edu
C. Su, P. G. Williard, Org. Lett., 2010, 12, 5378-5381.
DOI: 10.1021/ol102029u (free Supporting Information)
Lithium diisopropylamide (LDA) promotes virtually quantitative conversion of allylic ethers to (Z)-propenyl ethers with very high stereoselectivity in THF at room temperature. The reaction time for the conversion increases with more sterically hindered allylic ethers.
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