ChemInform Abstract: Allenyl Enolates - A New Class of Chiral Ambident Nucleophiles. Part 5. Ireland-Claisen Rearrangements of Allenic Silyl Ketene Acetals.

Allenyl Enolates – A New Class of Chiral

Allenyl Enolates – A New Class of Chiral Ambident Nucleophiles, 5. Ireland–Claisen Rearrangements of Allenic Silyl Ketene Acetals

✍ Becker, Markus ;Krause, Norbert 📂 Article 📅 1997 🏛 John Wiley and Sons 🌐 English ⚖ 441 KB

## Abstract Allenic silyl ketene acetals 3 formed by conjugate 1,6‐addition of organocuprates to 2‐propen‐1‐yl and 2‐buten‐1‐yl 2‐en‐4‐ynoates 1 and regioselective enolate capture with silyl electrophiles readily undergo [3,3]‐Ireland‐Claisen rearrangements to the 2‐substituted methyl 3,4‐dienoates