Ru(II)-Catalyzed Cascade Reactions in Stereocontrolled Construction of Rigid as-Indacene-Bridged Bis(α-amino acid) Derivatives

The key construction in the preparation of as-indacene-bridged bis(α-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-d...

Full description

Saved in:
Bibliographic Details
Published in:Journal of organic chemistry 2002-04, Vol.67 (8), p.2459-2463
Main Authors: Hoven, Gunn Beate, Efskind, Jon, Rømming, Christian, Undheim, Kjell
Format: Article
Language:English
Subjects:
Alanine - chemistry
Alkylation
Amino Acids - chemical synthesis
Amino Acids - chemistry
Bridged-Ring Compounds - chemistry
Catalysis
Chemistry
Chemistry, Organic - methods
Condensed benzenic and aromatic compounds
Crystallography, X-Ray
Cystine - chemistry
Exact sciences and technology
Magnetic Resonance Spectroscopy
Molecular Conformation
Molecular Structure
Organic chemistry
Preparations and properties
Pyrazines - chemistry
Ruthenium - chemistry
Stereoisomerism
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The key construction in the preparation of as-indacene-bridged bis(α-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.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo010888p