Yoshihiro Sugawa

Facile synthesis of p-tert-butylthiacalix[4]arene by the reaction of p-tert-butylphenol with elemental sulfur in the presence of a base

p-tert-Butylthiacalix[4]arene, in which the four methylene bridges of p-tert-butylcalix[4]arene are replaced by sulfide linkages, is conveniently synthesized in a single step (54%) by heating a mixture of p-tert-butylphenol, elemental sulfur S8, and NaOH in tetraethylene glycol dimethyl ether with concomitant removal of the resulting hydrogen sulfide.

Allylic tin(IV)-tin(II) chloride-acetonitrile as a novel system for allylation of carbonyls or imines

Abstract Effective allylation of aldehydes, ketones and imines was accomplished by allylic tributyltins 1 in the presence of SnCl 2 in an acetonitrile solution. In this reaction system. Sn(IV) Sn(II) transmetallation must play a key role, generating the allylic tin(II) reagents as a novel reacting species. Acetonitrile effectively promoted the transmetallation to give anti -adducts in the reaction with cinnamyltin 1c , whereas dichloromethane disturbed the transmetallation to produce syn -adducts.