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Volumn , Issue 4, 2009, Pages 562-564

Stereoselective synthesis of 8-substituted 6-azabicyclo[3.2.1]octan-3-ones

Author keywords

Annulations; Asymmetric synthesis; Bicyclic compounds; Mannich bases; Photochemistry

Indexed keywords

EID: 62249099915 PISSN: 09365214 EISSN: 14372096 Source Type: Journal
DOI: 10.1055/s-0028-1087561 Document Type: Article

Times cited : (10)

References (19)

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9
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- Compound 14 (major, 1H NMR (500 MHz, CDCl3, * denotes rotamer peak, δ, 4.01 (s, 0.5 H, 3.89* (s, 0.5 H, 3.69 (s, 1.5 H, 3.68* (s, 1.5 H, 3.63 (ddd, J, 11.0, 5.3, 1.5 Hz, 0.5 H, 3.56* (ddd, 10.7, 5.0, 1.7 Hz, 0.5 H, 3.28 (d, J, 11.1 Hz, 0.5 H, 3.23* (d, J, 10.9 Hz, 0.5 H, 2.85 (ddd, J, 17.4, 2.4, 2.4 Hz, 0.5 H, 2.73* (ddd, J, 17.3, 2.2, 2.2 Hz, 0.5 H, 2.75-2.38 (m, 3, 2.34 (br s, 1 H, 2.28 (m, 1 H, 1.08 (d, J, 2.6 Hz, 1.5 H, 1.07* (d, J, 2.7 Hz, 1.5 H, 13C NMR (125 MHz, CDCl3, * denotes rotamer peak, δ, 209.0, 208.8*, 155.342, 59.3, 59.2*, 52.5, 52.4*, 49.9, 49.5*, 48.9, 48.8*, 47.6, 47.1*, 43.1, 42.3*, 41.8, 41.6*, 39.6, 38.7*, 29.7, 16.6, 16.5*. IR (neat, 2957, 1701, 1452, 1387, 1191, 1114 cm-1. HRMS CI, m/z calcd for C 10
- +]: 198.1130; found: 198.1123.

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