Ru(II)-catalyzed cascade reactions in stereocontrolled construction of rigid as-indacene-bridged bis(alpha-amino acid) derivatives.
The key construction in the preparation of as-indacene-bridged bis(alpha-amino acid) derivatives was effected by a Ru(II)-catalyzed RCM cascade reaction of appropriately substituted triynes. The latter were available after stepwise and stereocontrolled alkynylations of (2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine as chiral auxiliary. The regio- and stereochemical transformations have been verified by a single-crystal X-ray analysis.
Hoven
Gunn Beate
GB
Department of Chemistry, University of Oslo, N-0315 Oslo, Norway.
Efskind
Jon
J
Rømming
Christian
C
Undheim
Kjell
K
D000409:Alanine / Q000737:chemistry; D000478:Alkylation; D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D001952:Bridged-Ring Compounds / Q000737:chemistry*; D002384:Catalysis; D002625:Chemistry, Organic / Q000379:methods; D018360:Crystallography, X-Ray; D003553:Cystine / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D011719:Pyrazines / Q000737:chemistry; D012428:Ruthenium / Q000737:chemistry*; D013237:Stereoisomerism
C461900:2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine; D000596:Amino Acids; D001952:Bridged-Ring Compounds; D011719:Pyrazines; D003553:Cystine; D012428:Ruthenium; D000409:Alanine