Regiospecificty in the heterocyclization of β-oxonitriles to 5-substituted 4-oxothiazolidine derivatives
2003 ◽
Vol 68
(4-5)
◽
pp. 383-390
◽
Keyword(s):
Astudy on the regiospecificity of the base-catalyzed reaction of activated ?-oxonitriles 1 with diethyl mercaptosuccinate affording the title compounds 3 is reported. Other competitive heterocyclic products, that is 4-oxo-1,3-thiazinanes 4, derivatives of tetrahydrothiophene 5 and/or thiacyclohexane 6 which on the grounds of mechanistic considerations could be formed, were not observed. Spectroscopic and experimental evidence together with theoretical considerations, provides a reasonable explanation for the observed regiospecificity.
2014 ◽
Vol 281
(1775)
◽
pp. 20132334
◽
2004 ◽
Vol 1
(10)
◽
pp. 1498-1512
◽
Keyword(s):
Keyword(s):
1997 ◽
pp. 121-131
2003 ◽
Vol 23
(11)
◽
pp. 1263-1281
◽
1983 ◽
pp. 379-383
◽