Concepedia

Stereocontrol of palladium(ii)-catalysed aza-Claisen rearrangements using a combination of 1,3-allylic strain and a solvent mediated directing effect

Michael D. Swift, Andrew Sutherland

Organic & Biomolecular Chemistry · 2006 · 25 citations · 32 references

DOI

Concepts

Abstract

The use of a non-coordinating solvent for the aza-Claisen rearrangement of delta,epsilon-disubstituted acetimidates switches on a substrate directing effect that gives excellent stereoselectivity.

References

32

A greatly improved procedure for ruthenium tetroxide catalyzed oxidations of organic compounds

Per H. J. Carlsen, Tsutomu Katsuki, Victor S. Martı́n et al. · The Journal of Organic Chemistry · 1981 · 1.6K citations

, , +12

Selection Rules for Sigmatropic Reactions

R. B. Woodward, Roald Hoffmann · Journal of the American Chemical Society · 1965 · 428 citations

, , +18

Mercury(<scp>II</scp>)‐ and Palladium(<scp>II</scp>)‐Catalyzed [3,3]‐Sigmatropic Rearrangements [New Synthetic Methods (46)]

Larry E. Overman · Angewandte Chemie International Edition in English · 1984 · 317 citations

, , +7

A general method for the synthesis of amines by the rearrangement of allylic trichloroacetimidates. 1,3 Transposition of alcohol and amine functions

Larry E. Overman · Journal of the American Chemical Society · 1976 · 289 citations

, , +16

Application of the Swern oxidation to the manipulation of highly reactive carbonyl compounds

Robert E. Ireland, Daniel W. Norbeck · The Journal of Organic Chemistry · 1985 · 264 citations

, , +16