cheminform abstract: asymmetric dipolar cycloadditions of me3sichn2. synthesis of a novel class of...
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1998 amino acids, peptides
amino acids, peptidesU 0400
01 - 218Asymmetric Dipolar Cycloadditions of Me3SiCHN2. Synthesis of aNovel Class of Amino Acids: Azaprolines. — The novel diastereos-elective dipolar cycloaddition of (II) with the chiral, camphor-sultam-derivedacrylates (I) provides access to optically active ∆2-pyrazolines such as (III).These compounds represent novel substituted proline analogues, which are notpreviously prepared. The utility of these azaproline derivatives is demonstratedby their reactions showing reduction, chemoselective protection, auxiliaryremoval and peptide bond formation. — (MISH, M. R.; GUERRA, F. M.;CARREIRA, E. M.; J. Am. Chem. Soc. 119 (1997) 35, 8379-8380; Arnoldand Mabel Beckman Lab. Chem. Synth., Calif. Inst. Technol., Pasadena, CA91125, USA; EN)
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