-H-NMR-

 

“Yes... but don't expect any cookies.” - Angela Martin

 

• 1H NMR (500 MHz, CDCl3): δ 7.98 (d, J = 8.1, 2H), 7.60 (t, J = 7.0, 4H), 7.54–7.51 (m,

1H), 7.44–7.39 (m, 4H), 7.37–7.32 (m, 4H), 4.53 (t, J = 3.1, 1H), 4.42 (ddd, J = 11.4,

10.7, 5.0, 1H), 4.25–4.20 (m, 1H), 4.19–4.10 (m, 2H), 4.01 (dd, J = 11.7, 4.2, 1H),

3.89 (dd, J = 11.7, 2.8, 1H), 2.62–2.58 (m, 2H), 2.26 (dd, J = 18.2, 12.2, 1H),

2.07–2.03 (m, 1H), 1.92–1.89 (m, 1H), 1.16 (t, J = 7.1, 3H), 0.97 (s, 9H); 13C NMR

(125 MHz, CDCl3): δ 170.9, 170.5, 165.2, 135.6, 135.4, 132.9, 132.5, 131.9, 129.73,

129.69, 128.6, 128.2, 127.60, 127.56, 84.4, 80.5, 67.7, 63.1, 61.6, 39.4, 30.3, 26.5,

24.3, 18.9, 13.9; IR (film): 1749, 1643 cm-1; HRMS-FAB (m/z): [M+ H]+ calcd for

C34H40NO6Si, 586.2625; found, 586.2630; Anal. Calcd for C34H39NO6Si: C,69.71; H

6.71; N, 2.39; found: C, 69.45; H, 6.62; N, 2.25; [α]26405 +147.4, [α]26435 +122.8,

[α]26546 +69.5, [α]26577 +59.8 [α]26D +64.8 (c 0.95, CHCl3).

 

 

Becker, Michael H.; Chua, Peter; Downham, Robert; Douglas, Christopher J.;
Garg, Neil K.; Hiebert, Sheldon; Jaroch, Stefan; Matsuoka, Richard T.; Middleton, Joy A.; Ng, Fay W.; Overman, Larry E. J. Am. Chem. Soc., 2007, 129, 11987-12002.