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14 The same operative procedure should
be conducted to ensure that the starting material is completely
consumed. For details, see the Supporting Information.
15 See the Supporting Information for
details. CCDC 804060 (4) and 804061 (14) contain the supplementary crystallogra-phic
data for this paper. These data can be obtained free of charge from
The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
20
Data of the Core
Fragment 4
[α]D
²8 56.2
(c 0.12, CHCl3); mp 133-135 ˚C.
IR (film): 2921, 2850, 1735, 1464, 1374, 1265, 1045 cm-¹. ¹H
NMR (400 MHz, CDCl3): δ = 6.16 (s,
1 H), 4.39 (t, J = 5.2
Hz, 1 H), 2.60-2.40 (m, 2 H), 2.20-2.10 (m, 1
H), 1.89 (s, 3 H), 1.80-1.65 (m, 1 H), 1.65-1.50
(m, 1 H), 1.30-1.20 (m, 1 H), 1.09 (s, 3 H), 0.91 (s, 9
H), 1.80-1.65 (m, 1 H), 0.10 (s, 3 H), 0.07 (s, 3 H). ¹³C
NMR (100 MHz, CDCl3): δ = 171.2, 149.4, 149.3,
122.1, 121.0, 72.9, 61.9, 42.1, 29.1, 26.2, 25.8, 23.3, 21.4, 18.2,
12.1, 8.5, -4.7, -5.3. ESI-MS: m/z = 369.2 [M + Na]+.
ESI-HRMS: m/z calcd for C20H30O3SiNa+ [M + Na]+: 369.1862;
found: 369.1856.