Synthesis of 1-p-tolylsulfinyl-1,3-dienes by intramolecular Heck reactions
β 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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β¦ 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.
π SIMILAR VOLUMES
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