- Abstract:
- An efficient Lewis acid induced nitrogen-driven rearrangement iminium-trapping cascade from an epoxytropinone 3 gives a 7-allylated 6-azabicyclo[3.2.1]octan-3-one 2, which is converted into the alkaloid (+/-)-peduncularine (1).
- Publication status:
- Published
- Publisher copy:
- 10.1021/ol100943j
-
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- Journal:
- Organic letters
- Volume:
- 12
- Issue:
- 12
- Pages:
- 2834-2837
- Publication date:
- 2010-06-05
- DOI:
- EISSN:
-
1523-7052
- ISSN:
-
1523-7060
- URN:
-
uuid:616f84ad-bd84-4d82-b8e0-33a5fad419c3
- Source identifiers:
-
54763
- Local pid:
- pubs:54763
- Language:
- English
- Keywords:
- Copyright date:
- 2010
Journal article
Epoxide opening-induced tandem 8-azabicyclo[3.2.1]octane to 6-azabicyclo[3.2.1]octane rearrangement-iminium allylation: synthesis of (+/-)-peduncularine.
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