ChemInform Abstract: Stereoselective One-Pot 1,4-Elimination and the [1,2]-Wittig Rearrangement of (E)-δ-(Arylmethoxy or 3-Silyl-2-propynyloxy)-Substituted Allylic Sulfones.

✍ Scribed by Susumu Horii; Isao Ishimaru; Yutaka Ukaji; Katsuhiko Inomata

• Publisher: John Wiley and Sons
• Year: 2011
• Weight: 41 KB
• Volume: 42
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.201141031

✦ Synopsis

Abstract

The rearrangement of allylic sulfones induced by the successive treatment with KOtBu and LDA affords the corresponding dienyl alcohols with high selectivity for the formation of the respective (Z)‐isomer, due to a syn‐effect in the elimination step.