Tetrahedron Letters p. 5373 - 5376 (1989)
Update date:2022-08-11
Topics:
Mloston, Grzegorz
Langhals, Elke
Huisgen, Rolf
The 1,3-cycloadditions of thione S-methylides 2 and 9 to dimethyl 2,3-dicyanofumarate and 2,3-dicyanomaleate are nonstereospecific.A preceding cis,trans isomerization of the unsaturated dipolarophiles catalyzed by the thiadiazolines (precursors of the thione S-methylides) had to be suppressed in order to clarify the stereochemical leakage during the cycloaddition.
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