SCOOPY and Oxirane Reactions: α-Lithio-Ylids vs. Conventional Ylids

Authors

  • Manfred Schlosser Institut de Chimie organique de l’Université, Rue de la Barre 2, CH-1005 Lausanne
  • Huynh Ba Tuong Institut de Chimie organique de l’Université, Rue de la Barre 2, CH-1005 Lausanne
  • Johannes Respondek Institut de Chimie organique de l’Université, Rue de la Barre 2, CH-1005 Lausanne
  • Bruno Schaub Institut de Chimie organique de l’Université, Rue de la Barre 2, CH-1005 Lausanne

DOI:

https://doi.org/10.2533/chimia.1983.10

Abstract

Described for the first time in 1966, α-lithio-triphenyl-phosphonio-ylids have so far played only a marginal role in synthetic chemistry and this may well remain their fate in the future too. In trans-selective or “three-dimensional” (SCOOPY) Wittig reactions the conventional preparation of the “betaine-ylid” intermediates is generally superior to the α-lithio-ylid approach. Ordinary ylids react smoothly with most oxiranes provided soluble lithium salts are present. Again the use of α-lithio-ylids can be avoided.

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Published

1983-01-31

Issue

Vol. 37 No. 1 (1983): Forschung/Research

Section

Kurze Mitteilungen

License

Copyright (c) 1983 Manfred Schlosser

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

How to Cite

[1]
M. Schlosser, H. Ba Tuong, J. Respondek, B. Schaub, Chimia 1983, 37, 10, DOI: 10.2533/chimia.1983.10.