Tetrahedron

Reactions of lithiated P-diphenyl (alkyl)(N-methoxycarbonyl) phosphazenes with Michael acceptors and aldehydes. Synthesis of 1H-1, 2-azaphosphinin-6-ones, β- …

JM Álvarez-Gutiérrez, E Peralta-Pérez, I Pérez-Álvarez…

Index: Alvarez-Gutierrez, Julia M; Peralta-Perez, Emma; Perez-Alvarez, Isidro; Lopez-Ortiz, Fernando Tetrahedron, 2001 , vol. 57, # 15 p. 3075 - 3086

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Citation Number: 35

Abstract

Lithium (N-methoxycarbonyl) phosphazenes add C-regioselectively to DMAD, dimethyl malonate, fumarate, and butylidenmalonate in a [1, 4] manner. Only one diastereoisomer is observed with the olefinic electrophiles. With DMAD the initial adduct evolves through cyclocondensation with the CO2Me group of the phosphazene and 1H-1, 2-azaphosphinin- 6-ones are obtained. Exceptionally, methyl phenylpropiolate reacted exclusively through ...