Staudinger/aza-Wittig reaction to accessNβ-protected amino alkyl isothiocyanates

The Wittig Reaction

The Wittig Reaction

This so-called Wittig reaction has a number of advantages over other olefination methods; in particular, it occurs with total positional selectivity (that is, an alkene always directly replaces a carbonyl group). By comparison, a number of other carbonyl olefination reactions often occur with double-bond rearrangement. In addition, the factors that influence Eand Z-stereoselectivity are well un...

Using the Wittig reaction to produce alkenylcarbaboranes.

This communication reports the first use of the Wittig reaction to produce alkenylcarbaboranes.

Mechanism of the Phospha-Wittig–Horner Reaction**

General. All reactions were performed under argon using Schlenk techniques. Diethyl ether and THF were freshly distilled from sodium/benzophenone prior to use. 1 H, 13 C and 31 P spectra were recorded on a 400 MHz and 300 MHz spectrometers. Chemical shifts (ppm) were reported and referenced to the internal signal of residual protic solvent. High resolution mass spectral analyses (HRMS) were per...

The modern interpretation of the Wittig reaction mechanism.

The mechanism of the Wittig reaction has long been a contentious issue in organic chemistry. Even now, more than 50 years after its announcement, its presentation in many modern undergraduate textbooks is either overly simplified or entirely inaccurate. In this review, we gather together the huge body of evidence that has been amassed to show that the Li salt-free Wittig reactions of non-stabil...