Suppressed beta-hydride elimination in palladium-catalyzed cascade cyclization-coupling reactions: An efficient synthesis of 3-arylmethylpyrrolidines
SCIE
SCOPUS
- Title
- Suppressed beta-hydride elimination in palladium-catalyzed cascade cyclization-coupling reactions: An efficient synthesis of 3-arylmethylpyrrolidines
- Authors
- Lee, CW; Oh, KS; Kim, KS; Ahn, KH
- Date Issued
- 2000-05-04
- Publisher
- AMER CHEMICAL SOC
- Abstract
- A novel type of palladium-catalyzed cascade cyclization-coupling reaction that proceeds with suppressed beta-hydride elimination has been found. One of the N-sulfonyl oxygens is suggested to coordinatively stabilize an alkylpalladium intermediate, thus preventing the intermediate from the usual beta-elimination, This is the first sequential palladium-catalyzed coupling reaction where the Suzuki and Heck reactions can compete. The reaction provides an efficient synthetic route to 4-methylene-3-arylmethylpyrrolidines, which are not readily available by other routes.
- Keywords
- CYCLIC CARBOPALLADATION; NITROGEN ASSISTANCE; DERIVATIVES; LIGANDS; CAPTURE
- URI
- https://oasis.postech.ac.kr/handle/2014.oak/20026
- DOI
- 10.1021/ol0056426
- ISSN
- 1523-7060
- Article Type
- Article
- Citation
- ORGANIC LETTERS, vol. 2, no. 9, page. 1213 - 1216, 2000-05-04
- Files in This Item:
- There are no files associated with this item.
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.