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Volumn , Issue 5, 2009, Pages 0743-0746

Enantioselective methoxyselenenylation of a,β-unsaturated aldehydes

Author keywords

Aldehydes; Asymmetric synthesis; Electrophilic addition; Selenium

Indexed keywords

EID: 62349088455 PISSN: 09365214 EISSN: 14372096 Source Type: Journal
DOI: 10.1055/s-0028-1087936 Document Type: Article

Times cited : (6)

References (21)

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- Physical and spectral data for selected new compounds are reported below: Compound 4a (C21H28O3SSe, oil; [α]D18.0 -40.9 (c, 1.38, CHCl3, 1H NMR (400 MHz, δ, 7.35 (dd, 1 H, J, 1.4, 7.7 Hz, 7.15-7.25 (m, 6 H, 7.10 (dd, 1 H, J, 1.2, 7.5 Hz, 6.95 (dt, 1 H, J, 1.4, 7.5 Hz, 4.84 (d, 1 H, J, 2.9 Hz, 4.36 (d, 1 H, J, 9.1 Hz, 4.19 (q, 1 H, J, 6.9 Hz, 3.60 (dd, 1 H, J, 2.9, 9.1 Hz, 3.58 (s, 3 H, 3.56 (s, 3 H, 3.17 (s, 3 H, 1.87 (s, 3 H, 1.35 (d, 3 H, J, 6.9 Hz, 13C NMR (100.62 MHz, δ, 145.9, 139.5, 136.1, 132.6, 128.6 (2 x CHAr, 128.2, 128.1 (2 x CH, 127.7, 127.3, 126.3, 105.7, 84.8, 57.7, 57.02, 57.01, 56.4, 43.7, 21.4, 13.9. GC-MS: m/z, 442 (5, 440 (20, M, 438 (10, 436 (4, 231 (100, 215 (2, 183 (71, 121 (72, 91 (19, 75 (69, Compound 4b C
- +], 408 (3), 231 (82), 229 (40), 215 (13), 194 (31), 183 (100), 181 (57), 147 (13), 121 (36), 105 (28), 91 (45), 77 (21), 51 (4).

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