NMR EXAMPLE

¹H NMR (300 MHz; (CD₃)₂CO)

11.76 (1 H, s, OH (naph.) [exch]),

8.74 (1 H, dd, J 8.5 and 1.0, naph.),

8.10 (1 H, d, J 9.0, naph.),

7.89 (1 H, dd, J 8.5 and 1.5, naph.),

7.86 (1 H, dd, J 6.5 and 2.0, cyclop.),

7.59 (1 H, ddd, J 8.5, 7.0 and 1.5, naph.),

7.41 (1 H, ddd, J 8.5, 7.0 and 1.0, naph.),

7.22 (1 H, d, J 9.0, naph.),

6.50 (1 H, dd, J 6.5 and 2.0, cyclop.),

6.18 (1 H, q, J 2.0, cyclop.),

5.26 (1 H, d, J 5.5, OH (cyclop.) [exch]),

4.69 (1 H, dd, J 5.5 and 2.0, cyclop.)

J. H. Clark, Chem. Rev., 1980, 80, 429 doi:10.1021/cr60327a004
E. J. Corey, A. Venkateswarlu, J. Am. Chem. Soc., 1972, 94, 6190 doi:10.1021/ja00772a043

A. B. Smith, III, G. R. Ott, J. Am. Chem. Soc., 1996, 118, 3095 (TBAF/AcOH)
K. C. Nicolaou, S. E. Webber, Synthesis, 1986, 453 (HF.py) doi:10.1055/s-1986-31673