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Diastereoselektive Ringschlußreaktion zum Pyrrolodiazepino‐chinolin
Author(s) -
Gündel WolfH.,
Bohnert Sabine
Publication year - 1986
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198619860618
Subject(s) - chemistry , quinoline , moiety , sarcosine , enantiomer , quaternary carbon , salt (chemistry) , medicinal chemistry , stereochemistry , organic chemistry , catalysis , enantioselective synthesis , glycine , amino acid , biochemistry
Cyclization to Pyrrolodiazepino‐quinoline, a Diastereoselective Reaction Quaternary salts of N ‐(3‐quinolinylcarbonyl)‐L‐prolinamide 5b, c cyclize under the influence of base to pyrrolodiazepino‐quinolines 6b, c with an additional dissymmetric carbon atom. The reaction yields the pure enantiomers 6b, c with high diastereoselectivity. The salt with a sarcosine moiety ( 5a ) forms the racemic diazepino‐quinoline 6a under the same conditions.