Reactivity of 2-acylaminoacrylates with Ketene Diethyl Acetal; [2+2] Cycloadditions vs. Tandem Condensations

  1. Avenoza, A. 1
  2. Busto, J.H. 1
  3. Canal, N. 1
  4. Peregrina, J.M. 1
  1. 1 Universidad de La Rioja
    info

    Universidad de La Rioja

    Logroño, España

    ROR https://ror.org/0553yr311

Journal:
Chemical Communications

ISSN: 1359-7345

Year of publication: 2003

Volume: 9

Issue: 12

Pages: 1376-1377

Type: Article

More publications in: Chemical Communications

Institutional repository: lock_openOpen access Editor

Abstract

The reactivity of 2-acylaminoacrylates with ketene diethyl acetal can be modulated by means of thermal conditions to yield cyclobutanes for the preparation of protected β-hydroxycyclobutane-α-amino acids, or catalytic conditions that yield cyclohexanes by tandem condensations to obtain interesting building blocks that are alternatives to Danishefsky's diene.