The intramolecular nitrile oxide cycloaddition of a series of unsaturated hydroxyimino esters has been. investigated. The reaction has been found to be stereospecific, with the configuration of the reacting double bond maintained in the final product. Lack of intramolecular pathway has been observed when R, R1 or R2 are hydrogen atoms. AM1 calculation help rationalizes the observed reactions .
The intramolecular nitrile oxide cycloaddition of a series of unsaturated hydroxyimino esters has been. investigated. The reaction has been found to be stereospecific, with the configuration of the reacting double bond maintained in the final product. Lack of intramolecular pathway has been observed when R, R1 or R2 are hydrogen atoms. AM1 calculation help rationalizes the observed reactions .
FUNCTIONALIZED GAMMA-LACTONES VIA INTRAMOLECULAR NITRILE OXIDE CYCLOADDITION
CHIACCHIO, Ugo;RESCIFINA, Antonio;
1993-01-01
Abstract
The intramolecular nitrile oxide cycloaddition of a series of unsaturated hydroxyimino esters has been. investigated. The reaction has been found to be stereospecific, with the configuration of the reacting double bond maintained in the final product. Lack of intramolecular pathway has been observed when R, R1 or R2 are hydrogen atoms. AM1 calculation help rationalizes the observed reactions .I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.