SYNTHESIS AND DIELS-ALDER REACTIONS OF TERT-BUTYL AND TERT-BUTYL, METHYL (S)S-2-PARA-TOLYLSULFINYLMALEATES, CHIRAL SYNTHETIC EQUIVALENTS OF MONOALKYL AND MIXED DIALKYL ACETYLENEDICARBOXYLATES
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ALONSO, I
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UNIV AUTONOMA MADRID,DEPT QUIM C-I,CANTOBLANCO,E-28049 MADRID,SPAINUNIV AUTONOMA MADRID,DEPT QUIM C-I,CANTOBLANCO,E-28049 MADRID,SPAIN
ALONSO, I
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CARRETERO, JC
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UNIV AUTONOMA MADRID,DEPT QUIM C-I,CANTOBLANCO,E-28049 MADRID,SPAINUNIV AUTONOMA MADRID,DEPT QUIM C-I,CANTOBLANCO,E-28049 MADRID,SPAIN
CARRETERO, JC
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RUANO, JLG
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UNIV AUTONOMA MADRID,DEPT QUIM C-I,CANTOBLANCO,E-28049 MADRID,SPAINUNIV AUTONOMA MADRID,DEPT QUIM C-I,CANTOBLANCO,E-28049 MADRID,SPAIN
RUANO, JLG
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[1] UNIV AUTONOMA MADRID,DEPT QUIM C-I,CANTOBLANCO,E-28049 MADRID,SPAIN
The reaction of t-butyl p-tolylsulfinylacetate with glyoxylic acid yielded maleate monoester 1, whose methylation afforded asymmetric diester 2. Conditions in which 1 and 2 react with cyclopentadiene exhibiting high facial and endo selectivities are reported.