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Construction of 8-Azabicyclo[3.2.1]octanes via Sequential DDQ-Mediated Oxidative Mannich Reactions of N-Aryl Pyrrolidines
- Authors
- Jo, Hanbyeol; Hassan, Ahmed H. E.; Jung, Seung Young; Lee, Jae Kyun; Cho, Yong Seo; Min, Sun-Joon
- Issue Date
- Feb-2018
- Publisher
- American Chemical Society
- Keywords
- CATALYTIC ENANTIOSELECTIVE SYNTHESIS; DEHYDROGENATIVE COUPLING REACTIONS; BOND-FORMING REACTIONS; C-H FUNCTIONALIZATION; TROPANE ALKALOIDS; ASYMMETRIC-SYNTHESIS; TERTIARY-AMINES; AEROBIC CONDITIONS; DERIVATIVES; PHOTOREDOX
- Citation
- Organic Letters, v.20, no.4, pp 1175 - 1178
- Pages
- 4
- Indexed
- SCI
SCIE
SCOPUS
- Journal Title
- Organic Letters
- Volume
- 20
- Number
- 4
- Start Page
- 1175
- End Page
- 1178
- ISSN
- 1523-7060
1523-7052
- 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.
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Related Researcher
- Min, Sun Joon
- ERICA 공학대학 (ERICA 에너지바이오학과)