Cis selectivity of salt-free Wittig reactions: a" Leeward Approach" of the aldehyde at the origin?

M Schlosser, B Schaub

Index: Schlosser, Manfred; Schlaub, Bruno Journal of the American Chemical Society, 1982 , vol. 104, # 21 p. 5821 - 5823

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Citation Number: 92

Abstract

6 prompted to reinvestigate the reaction of 2 with Mg in THF. We find that this is not a straightforward reaction. 31P ('H} peaks are detectable at+ 494 and-64 ppm. In proton- coupled experiments the+ 494-ppm peak remained a singlet, while the one at-64 ppm became a six-line AA'XX'pattern. The-64-ppm peak, therefore, cannot correspond to the P= P bonded compound, 3. Confirmation that the 31P chemical shift of 3 is, in fact,+ 494 ppm ...

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