Formation of cyclopropanone during cytochrome P450-catalyzed N-dealkylation of a cyclopropylamine

…, S Harriman, YM Koen, RP Hanzlik

Index: Shaffer, Christopher L.; Harriman, Shawn; Koen, Yakov M.; Hanzlik, Robert P. Journal of the American Chemical Society, 2002 , vol. 124, # 28 p. 8268 - 8274

Full Text: HTML

Citation Number: 73

Abstract

The role of single electron transfer (SET) in P450-catalyzed N-dealkylation reactions has been studied using the probe substrates N-cyclopropyl-N-methylaniline (2a) and N-(1'- methylcyclopropyl)-N-methylaniline (2b). In earlier work, we showed that SET oxidation of 2a by horseadish peroxidase leads exclusively to products arising via fragmentation of the cyclopropane ring [Shaffer, CL; Morton, MD; Hanzlik, RPJ Am. Chem. Soc. 2001, 123, ...

Related Articles:

Selective 1, 4-reduction of α, β-unsaturated carbonyl compounds by combined use of bis (1, 3-diketonato) cobalt (II) complex and diisobutylaluminum hydride

[Ikeno, Taketo; Kimura, Tomomi; Ohtsuka, Yuhki; Yamada, Tohru Synlett, 1999 , # 1 p. 96 - 98]

Cationic palladium (II)-catalyzed addition of arylboronic acids to nitriles. One-step synthesis of benzofurans from phenoxyacetonitriles

[Yang, Chau-Chen; Tai, Huo-Mu; Sun, Pei-Jiun Synlett, 1997 , vol. 1997, # 7 p. 812 - 814]

Cationic palladium (II)-catalyzed addition of arylboronic acids to nitriles. One-step synthesis of benzofurans from phenoxyacetonitriles

[Yang, Chau-Chen; Tai, Huo-Mu; Sun, Pei-Jiun Synlett, 1997 , vol. 1997, # 7 p. 812 - 814]

Orthogonal discrimination among functional groups in Ullmann-type CO and CN couplings

[Li, Yuanming; Ma, Lina; Jia, Fan; Li, Zhiping Journal of Organic Chemistry, 2013 , vol. 78, # 11 p. 5638 - 5646]

A Novel and Efficient Method for the Preparation of. ALPHA.-Hydroxyimino Carbonyl Compounds from. ALPHA.,. BETA.-Unsaturated Carbonyl Compounds with Butyl …

[Kato, Koji; Mukaiyama, Teruaki Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 10 p. 2948 - 2953]

More Articles...