1, 2-Elimination of alcohol from homoallyl ethers under the influence of mixed metal bases

C Margot, M Rizzolio, M Schlosser

Index: Margot, Christian; Rizzolio, Michele; Schlosser, Manfred Tetrahedron, 1990 , vol. 46, # 7 p. 2411 - 2424

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Citation Number: 39

Abstract

Lithium diisopropylamide in the presence of catalytic amounts of potassium tert-butoxide smoothly converts homoallyl or homobenzyl type ethers to dienes egeg, 1, 3, 5, 26 or styrenes (2). γ, δ-Unsaturated acetals give 13-dienyl ethers eg, 4 and 4- alkylidenetetrahydropyrans or dihydropyrans produce a variety of dienols (eg, 6–17, 20–22).- If there is a choice, the new double bond is formed with high trans-selectivity while the ...