Journalartikel

Alkylphosphinites as Synthons for Stabilized Carbocations


AutorenlisteOchmann, L; Kessler, ML; Schreiner, PR

Jahr der Veröffentlichung2022

Seiten1460-1464

ZeitschriftOrganic Letters

Bandnummer24

Heftnummer7

ISSN1523-7060

DOI Linkhttps://doi.org/10.1021/acs.orglett.2c00042

VerlagAmerican 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.



Zitierstile

Harvard-ZitierstilOchmann, 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-ZitierstilOchmann, 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



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