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Synthesis of 1-p-tolylsulfinyl-1,3-dienes by intramolecular Heck reactions

✍ Scribed by M Mar Segorbe; Javier Adrio; Juan C Carretero


Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
105 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis


The first examples of the synthesis of 1,3-dienyl sulfoxides by Heck reactions are described. Both racemic and enantiomerically pure exocyclic 1-p-tolylsulfinyl-1,3-dienes 1 are readily prepared by the intramolecular Heck reaction of their corresponding vinyl iodides in the presence of Pd(OAc) 2 as catalyst and Ag 2 CO 3 as base.


πŸ“œ SIMILAR VOLUMES


Intramolecular ene reactions, III. Diast
✍ Tietze, Lutz F. ;Beifuß, Uwe πŸ“‚ Article πŸ“… 1988 πŸ› John Wiley and Sons 🌐 English βš– 962 KB

The I .74iencs 3ac with a double-activated cnophile moiety undzrgo thermal and zinc bromide catalyzed intramolecular ene rcactions lcading to rrurts-1.2-disubstitutcd cyclohexanes 4a-c in up to 8 9 9 ~ yield, highly diastcrcoselectively. The synthesis of cyclulicxaim from 1.7-diencs has not been fca