Journal article

Authors list: Ochmann, L; Kessler, ML; Schreiner, PR

Publication year: 2022

Pages: 1460-1464

Journal: Organic Letters

Volume number: 24

Issue number: 7

ISSN: 1523-7060

DOI Link: https://doi.org/10.1021/acs.orglett.2c00042

Publisher: American Chemical Society

Abstract: 
We present a new acid-free method for the generation of carbocations based on a redox condensation reaction that enables SN1 reactions with a variety of nucleophiles. We utilize readily synthesized phosphinites that are activated by diisopropyl azodicarboxylate to form betaine structures that collapse upon adding a pronucleophile, thereby yielding reactive carbocation intermediates. We also employ this approach for the alkylation of some bioactive molecules.

Harvard Citation style: Ochmann, L., Kessler, M. and Schreiner, P. (2022) Alkylphosphinites as Synthons for Stabilized Carbocations, Organic Letters, 24(7), pp. 1460-1464. https://doi.org/10.1021/acs.orglett.2c00042

APA Citation style: Ochmann, L., Kessler, M., & Schreiner, P. (2022). Alkylphosphinites as Synthons for Stabilized Carbocations. Organic Letters. 24(7), 1460-1464. https://doi.org/10.1021/acs.orglett.2c00042