A lecture on the elaboration of the org. ligand of amino and hydrazino Fischer carbene complexes through reactions of their anions with electrophiles, a useful tool for achieving the stereoselective formation of new carbon-carbon bonds. Anions of chiral carbene complexes substituted with a C2 symmetry amine give stereoselective 1,4-Michael addns. to nitroolefins, thus achieving a new entry to β-aryl-γ-aminobutyric acid derivs., which are biol. important mols. Moreover, two new and complementary protocols for the synthesis of alkyl hydrazino carbene complexes have been developed, and the first reactions of their conjugated bases with alkyl halides and aldehydes are reported
Chiral nitrogen-stabilized Fischer carbene complexes: an efficient tool in the stereocontrolled elaboration of additional stereogenic centers / S. Maiorana, E. Licandro, L. Capella, D. Perdicchia, A. Papagni. - In: PURE AND APPLIED CHEMISTRY. - ISSN 0033-4545. - 71:8(1999), pp. 1453-1461. [10.1351/pac199971081453]
Chiral nitrogen-stabilized Fischer carbene complexes: an efficient tool in the stereocontrolled elaboration of additional stereogenic centers
S. MaioranaPrimo
;E. LicandroSecondo
;D. PerdicchiaPenultimo
;
1999
Abstract
A lecture on the elaboration of the org. ligand of amino and hydrazino Fischer carbene complexes through reactions of their anions with electrophiles, a useful tool for achieving the stereoselective formation of new carbon-carbon bonds. Anions of chiral carbene complexes substituted with a C2 symmetry amine give stereoselective 1,4-Michael addns. to nitroolefins, thus achieving a new entry to β-aryl-γ-aminobutyric acid derivs., which are biol. important mols. Moreover, two new and complementary protocols for the synthesis of alkyl hydrazino carbene complexes have been developed, and the first reactions of their conjugated bases with alkyl halides and aldehydes are reported
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