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Regio- and diastereoselective SN2' or SN2'' reactions on chiral acetals of cyclic aldehydes promoted by PhCu, BF3

Authors
Purpura, Martin
Bernaud, Frédéric
Mangeney, Pierre
Published in Tetrahedron: Asymmetry. 2001, vol. 12, no. 14, p. 1957-1960
Abstract The regio- and diastereoselectivity of the addition of PhCu, BF3 reagent on chiral acetals derived from several mono or dienic aldehydes was studied. It was found that monoethylenic acetals react regio- and diastereoselectively via an overall anti SN2' reaction. The regioselectivity observed with the dienic acetals seems to be strongly dependent on the nature of the acetal. In all cases the SN2" reaction was the result of an anti process.
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MAZE, Frédérique et al. Regio- and diastereoselective SN2' or SN2'' reactions on chiral acetals of cyclic aldehydes promoted by PhCu, BF3. In: Tetrahedron: Asymmetry, 2001, vol. 12, n° 14, p. 1957-1960. https://archive-ouverte.unige.ch/unige:6983

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Deposited on : 2010-06-18

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