P (RNCH2CH2) 3N: Efficient 1, 4-addition catalysts

…, P Ilankumaran, BM Fetterly, JG Verkade

Index: Kisanga, Philip B.; Ilankumaran, Palanichamy; Fetterly, Brandon M.; Verkade, John G. Journal of Organic Chemistry, 2002 , vol. 67, # 11 p. 3555 - 3560

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Citation Number: 79

Abstract

The 1, 4-addition of primary alcohols, higher nitroalkanes, and a Schiff's base of an α-amino ester to α, β-unsaturated substrates produces the corresponding products in moderate to excellent yields when carried out at-63 to 70° C in the presence of catalytic amounts of the nonionic strong bases P (RNCH2CH2) 3N (R= Me, i-Pr, i-Bu) in isobutyronitrile. Diastereoselectivity for the anti form of the product is high in the case of the Schiff's base in ...