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Volumn 5, Issue 3, 2003, Pages 259-261

The tandem Heck-allylic substitution reaction: A novel route to lactams

Author keywords

[No Author keywords available]

Indexed keywords

2 PYRROLIDONE DERIVATIVE; ALLYL COMPOUND; AMIDE; BROMIDE; LACTAM DERIVATIVE; PALLADIUM; PIPERIDONE DERIVATIVE; VINYL DERIVATIVE; LACTAM;

EID: 0038179493     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol027169x     Document Type: Article
Times cited : (31)

References (40)
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    • Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford
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    • note
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    • Amides, however, act as nucleophiles in the aminopalladation of a double bond. The addition of a deprotonated amide to a π-allyl palladium intermediate is known; see: Yoshizaki, H.; Satoh, H.; Sato, Y.; Nukui, S.; Shibasaki, M.; Mori, M. J. Org. Chem. 1995, 60, 2016.
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    • note
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    • During this research, Overman and Remarchuk reported the intramolecular aminopalladation of an N-tosyl amide in excellent yield and high ee (ref 18). No details about the synthesis of the substrate were disclosed.


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