Diastereoselective [3+ 2]-type heterocyclic synthesis via [2-(acetoxymethyl)-3-allyl] tri-n-butylstannane

BM Trost, PJ Bonk

Index: Trost, Barry M.; Bonk, Peter J. Journal of the American Chemical Society, 1985 , vol. 107, # 6 p. 1778 - 1781

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Citation Number: 69

Abstract

" To a 0.5 M solution of aldehyde in CHIClz at-78" C is added 1.1-1.3 equiv of 2 and 3 equiv of BF,. Et, O. After it is stirred at low temperature for 45 min., the reaction is quenched by pouring into saturated aqueous NH4CI and diluting with ether. The organic layer is separated, shaken with aqueous KF to remove the tin residues and then dried over Na2S04. Filtration, concentration, and column chromatography of the residue yields the pure ...