论文信息 - ONE-POT STEREOSELECTIVE SYNTHESIS OF DIMETHY (2-HYDROXY-4,4-DIMETHYLCYCLOHEX-1-EN-6-ONE-1-YL)-3-(DIPHENYLPHOSPHONATO)BUTANEDIOATE

ONE-POT STEREOSELECTIVE SYNTHESIS OF DIMETHY (2-HYDROXY-4,4-DIMETHYLCYCLOHEX-1-EN-6-ONE-1-YL)-3-(DIPHENYLPHOSPHONATO)BUTANEDIOATE

Abstract Protonation of the reactive intermediate produced in the reaction between triphenyl phosphite and dimethyl acetylenedicarboxylate by 5,5-dimethylcyclohexane-1,3-dione leads to vinyltriphenoxyphosphonium cation, which undergoes an addition reaction with the enolate anion of the CH-acid to produce the title compound in high yield.

A. Ramazani | I. Yavari

[1] R. Cherkasov,et al. Heterophosphacyclanes in organic synthesis , 1994 .

[2] A. J. Arduengo,et al. Low coordinate hypervalent phosphorus , 1994 .

[3] M. Zabłocka,et al. Preparation of Scalemic P-Chiral Phosphines and Their Derivatives , 1994 .

[4] A. Reitz,et al. The Wittig olefination reaction and modifications involving phosphoryl-stabilized carbanions. Stereochemistry, mechanism, and selected synthetic aspects , 1989 .

[5] S. Sarkar,et al. Chemistry of organophosphorus compounds , 1989 .

[6] Y. Leroux,et al. Synthese et structure d'un trialcoxy-1,1,1 phospholev premier modele pentacoordine contenant le cycle phosphole , 1981 .

[7] J. Cadogan. Organophosphorus reagents in organic synthesis , 1979 .

[8] W. Ollis,et al. Comprehensive organic chemistry : the synthesis and reactions of organic compounds , 1978 .

[9] E. Breitmaier,et al. [Carbon 13 NMR spectroscopy]. , 1976, Pharmazie in unserer Zeit.

[10] Martin Karplus,et al. Vicinal Proton Coupling in Nuclear Magnetic Resonance , 1963 .