The preparation of 2-arylmethylidene-8-methyl-8-azabicyclo[3.2.1]octan-3- ones

Guangrong Zheng; Linda P. Dwoskin; Peter A. Crooks

doi:10.1081/SCC-120037905

The preparation of 2-arylmethylidene-8-methyl-8-azabicyclo[3.2.1]octan-3- ones

Guangrong Zheng, Linda P. Dwoskin, Peter A. Crooks

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

Abstract

An efficient and versatile two-step synthesis of 2-arylmethylidene-8- methyl-8-azabicyclo[3.2.1]octane-3-ones, via mono aldol condensation of tropinone with a variety of aryl aldehydes followed by pTsOH-catalyzed dehydration, is described.

Original language	English
Pages (from-to)	1931-1942
Number of pages	12
Journal	Synthetic Communications
Volume	34
Issue number	11
DOIs	https://doi.org/10.1081/SCC-120037905
State	Published - 2004

Bibliographical note

Funding Information:
This research was supported by National Institute of Health grants DA13519 and DA00399. High resolution mass spectral determinations were carried out at the University of Kentucky Mass Spectrometry Facility.

Keywords

Aldol condensation
CNS agents
THF
Tropane analogs

ASJC Scopus subject areas

Organic Chemistry

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10.1081/SCC-120037905

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title = "The preparation of 2-arylmethylidene-8-methyl-8-azabicyclo[3.2.1]octan-3- ones",

abstract = "An efficient and versatile two-step synthesis of 2-arylmethylidene-8- methyl-8-azabicyclo[3.2.1]octane-3-ones, via mono aldol condensation of tropinone with a variety of aryl aldehydes followed by pTsOH-catalyzed dehydration, is described.",

keywords = "Aldol condensation, CNS agents, THF, Tropane analogs",

author = "Guangrong Zheng and Dwoskin, {Linda P.} and Crooks, {Peter A.}",

note = "Funding Information: This research was supported by National Institute of Health grants DA13519 and DA00399. High resolution mass spectral determinations were carried out at the University of Kentucky Mass Spectrometry Facility.",

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doi = "10.1081/SCC-120037905",

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T1 - The preparation of 2-arylmethylidene-8-methyl-8-azabicyclo[3.2.1]octan-3- ones

AU - Zheng, Guangrong

AU - Dwoskin, Linda P.

AU - Crooks, Peter A.

N1 - Funding Information: This research was supported by National Institute of Health grants DA13519 and DA00399. High resolution mass spectral determinations were carried out at the University of Kentucky Mass Spectrometry Facility.

PY - 2004

Y1 - 2004

N2 - An efficient and versatile two-step synthesis of 2-arylmethylidene-8- methyl-8-azabicyclo[3.2.1]octane-3-ones, via mono aldol condensation of tropinone with a variety of aryl aldehydes followed by pTsOH-catalyzed dehydration, is described.

AB - An efficient and versatile two-step synthesis of 2-arylmethylidene-8- methyl-8-azabicyclo[3.2.1]octane-3-ones, via mono aldol condensation of tropinone with a variety of aryl aldehydes followed by pTsOH-catalyzed dehydration, is described.

KW - Aldol condensation

KW - CNS agents

KW - THF

KW - Tropane analogs

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ER -

The preparation of 2-arylmethylidene-8-methyl-8-azabicyclo[3.2.1]octan-3- ones

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

Access to Document

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