Tetrahedron Letters p. 5913 - 5916 (1984)
Update date:2022-07-31
Topics:
Mandai, Tadakatsu
Moriyama, Tadashi
Nakayama, Yuka
Sugino, Kenji
Kawada, Mikio
Otera, Junzo
α-Methoxyallyl sulfides 1 proved to serve a novel homoenolate dianion equivalent.Introduction of two electrophiles into 1 was realized by successive regiospecific reaction of an allylic moiety with electrophiles intervented by an acid-catalyzed thioallylic rearrangement.Facile desulfurization of the products under mild conditions afforded a variety of α,β-unsaturated carbonyl compounds and 2,3,4-trisubstituted furans.
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