ISSN:
1434-4475
Keywords:
Michael Addition
;
Enamines
;
1,3-Dicarbonyl compounds
;
Optical induction
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Zusammenfassung Chirale Enamine, durchSchiffbasenkondensation aus 1,3-Dicarbonylverbindungen und (R)-(+)-1-Phenylethylamin erhalten, gehen mit α,β-ungesättigten Carbonylverbindungen diastereoselektiveMichaelreaktionen ein. Nach hydrolytischer Abspaltung des chiralen Hilfsstoffs (R)-(+)-1-Phenylethylamin werden dieMichaeladdukte in 59–95% optischer Ausbeute isoliert.
Notes:
Abstract Chiral enamines, obtained bySchiff base condensation from 1,3-dicarbonyl compounds and (R)-(+)-1-phenylethylamine, were found to undergo diastereoselectiveMichael reactions with α,β-unsaturated carbonyl compounds. After removal of the chiral auxiliary (R)-(+)-1-phenylethylamine by hydrolysis, theMichael adducts were isolated in 59–95% optical yield.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00809268
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