Construction of 8-Azabicyclo[3.2.1]octanes via Sequential DDQ-Mediated Oxidative Mannich Reactions of N-Aryl Pyrrolidines

Title
Construction of 8-Azabicyclo[3.2.1]octanes via Sequential DDQ-Mediated Oxidative Mannich Reactions of N-Aryl Pyrrolidines
Authors
이재균조용서조한별Ahmed H. E. Hassan정승영민선준
Keywords
Mannich reactions; 8-azabicyclo[3.2.1]octanes.; Silyl Enol Ethers
Issue Date
2018-02
Publisher
Organic letters
Citation
VOL 20, NO 4-1178
Abstract
A concise synthesis of 8-azabicyclo [3.2.1] octanes via sequential oxidative Mannich reactions is described. This approach involves an intermolecular oxidative Mannich coupling reaction between N-aryl pyrrolidines with TMS enol ether and a subsequent intramolecular oxidative Mannich cyclization of the corresponding silyl enol ether. DDQ is used as a key oxidant for both reactions.
URI
http://pubs.kist.re.kr/handle/201004/68490
ISSN
1523-7060
Appears in Collections:
KIST Publication > Article
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