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10
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M.H. Bolli, B. Hinzen and S.V. Ley, J. 'Client Soc., Perkin Trans, L
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Haunert, F.1
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33746520298
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1999, in the press.
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Caldarelli, M.1
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2a: The resin (PSDIB) (2.0 mmol) was added to a solution of the quinol la-e (1.0 mmol) in DCM (5 ml) and the resulting mixture stirred at room temperature for 4 hours. Filtration to remove the resin followed by evaporation of the filtrate afforded the pure quinones (Table 1); Oxidative spirocyclisation reactions: The resin (PSDIB) (2.0 mmol) was added to a solution of the tyrosine derivative (1.0 mmol) in DCM-MeCN (1:1, 8 ml) and the resulting mixture heated at 60 °C for 2 h. After cooling, the suspension was filtered to remove the resin followed by evaporation of the filtrate afforded the spirocyclic dienones lOa-e (Table 1).
-
General procedure for oxidative reactions using PSDIB: Oxidation to quinones 2a: The resin (PSDIB) (2.0 mmol) was added to a solution of the quinol la-e (1.0 mmol) in DCM (5 ml) and the resulting mixture stirred at room temperature for 4 hours. Filtration to remove the resin followed by evaporation of the filtrate afforded the pure quinones (Table 1); Oxidative spirocyclisation reactions: The resin (PSDIB) (2.0 mmol) was added to a solution of the tyrosine derivative (1.0 mmol) in DCM-MeCN (1:1, 8 ml) and the resulting mixture heated at 60 °C for 2 h. After cooling, the suspension was filtered to remove the resin followed by evaporation of the filtrate afforded the spirocyclic dienones lOa-e (Table 1).
-
For Oxidative Reactions Using PSDIB: Oxidation to Quinones
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-
Procedure, G.1
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18
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1992,201; the low yields reported for the oxidative spirolactonisation step prompted McKillop and Taylor to report an improved synthesis of the Aranorosin nucleus; A. McKillop, R. J. K. Taylor, R. J. Watson and N. Lewis, Synlett, 1992,1005.
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(a) A. McKillop, L. McLaren, R.J.K. Taylor, R. J. Watson and N. Lewis, Synlett, 1992,201; the low yields reported for the oxidative spirolactonisation step prompted McKillop and Taylor to report an improved synthesis of the Aranorosin nucleus; A. McKillop, R. J. K. Taylor, R. J. Watson and N. Lewis, Synlett, 1992,1005.
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L. McLaren, R.J.K. Taylor, R. J. Watson and N. Lewis, Synlett
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(b) A. McKillop, L. McLaren, R.J.K. Taylor, R. J. Watson and N. Lewis, J. Chem. Soc., Perkin Trans, l, 1996, 1385;
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L. McLaren, R.J.K. Taylor, R. J. Watson and N. Lewis, J. Chem. Soc., Perkin Trans, L
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McKillop, A.1
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McKillop, A.1
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