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Direct Catalytic Anti-Markovnikov Addition of Carboxylic Acids to Alkenes

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Perkowski, Andrew J., Nicewicz, David A.·2013·Journal of the American Chemical Society

Abstract

A direct catalytic anti-Markovnikov addition of carboxylic acids to alkenes is reported. The catalyst system is comprised of the Fukuzumi acridinium photooxidant (1) and a substoichiometric quantity of a hydrogen-atom donor. Oxidizable olefins, such as styrenes, trisubstituted aliphatic alkenes, and enamides, can be employed along with a variety of carboxylic acids to afford the anti-Markovnikov addition adducts exclusively. A deuterium-labeling experiment lends insight to the potential mechanism.

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Metadata

Authors
Perkowski, A. J., & Nicewicz, D. A.
Venue
Journal of the American Chemical Society
Published
2013-07-03
Volume
135
Issue
28
Pages
10334-10337
ISSN
  • 0002-7863 (ISSN-L)
  • 1520-5126
OpenAlex
W2028208613
Cited by
215
References
0
FWCI
9.94
Type
journal article
Language
en
Open access
green

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CoChat. (2026). Citation check: Direct Catalytic Anti-Markovnikov Addition of Carboxylic Acids to Alkenes. https://app.cochat.ai/papers/10.1021/ja4057294
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Perkowski, A. J., & Nicewicz, D. A. (2013). Direct Catalytic Anti-Markovnikov Addition of Carboxylic Acids to Alkenes. Journal of the American Chemical Society. https://doi.org/10.1021/ja4057294

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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).

Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.