The first phosphorous chelate chiral aminophosphinomethyl carbene complex [cyclic] (OC)4Cr:C(Me)N(Me)CH2CH(Ph)PPh2 5 was synthesized. Its conjugate base represents a new chiral α-unsubstituted amide enolate equiv. for stereoselective addn. reactions. The structure of the major diastereoisomer of the aldol addn. complex between 5 and p-O2NC6H4CHO, solved by x-ray diffraction, shows that the (S)-enantiomer of the conjugated base of 5 reacts preferentially with the re face of the carbonyl function
Synthesis of the first chiral phosphorous chelate aminophosphino-carbene complex and its applications in stereoselective addition reactions / S. Maiorana, A. Papagni, E. Licandro, D. Perdicchia, C. Baldoli, C. Graiff, A. Tiripicchio. - In: INORGANICA CHIMICA ACTA. - ISSN 0020-1693. - 296:1(1999), pp. 236-245.
Synthesis of the first chiral phosphorous chelate aminophosphino-carbene complex and its applications in stereoselective addition reactions
S. MaioranaPrimo
;E. Licandro;D. Perdicchia;
1999
Abstract
The first phosphorous chelate chiral aminophosphinomethyl carbene complex [cyclic] (OC)4Cr:C(Me)N(Me)CH2CH(Ph)PPh2 5 was synthesized. Its conjugate base represents a new chiral α-unsubstituted amide enolate equiv. for stereoselective addn. reactions. The structure of the major diastereoisomer of the aldol addn. complex between 5 and p-O2NC6H4CHO, solved by x-ray diffraction, shows that the (S)-enantiomer of the conjugated base of 5 reacts preferentially with the re face of the carbonyl function
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