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41
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85034151801
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note
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4, and evaporated under reduced pressure. The residue was purified by preparative TLC (EtOAc/MeOH = 10/1), giving 3.
-
-
-
-
42
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85034119175
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-
note
-
The palladium catalyst prepared in situ from [Pd(π-allyl)Cl]2 was also effective for the asymmetric reaction to give 86% ee of 3a. However, the reaction rate was somewhat slow.
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-
-
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43
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85034152612
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note
-
The allylation of 1a with 1.5 equiv of 2a proceeded much slower (78% yield for 48 h), and the enantiomeric excess of the product was 84%.
-
-
-
-
45
-
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85034147643
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note
-
4 (EtOAc), and the eluent was evaporated under reduced pressure. The residue was purified by medium-pressure liquid chromatography after passing through a short column of silica gel, giving 6.
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46
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0023043811
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(a) Houk, K. N.; Paddon-Row, M. N.; Rondan, N. G.; Wu, Y.-D.; Brown, F. K.; Spellmeyer, D. C.; Metz, J. T.; Li, Y.; Loncharich, R. J. Science 1986, 231, 1108.
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48
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85034127377
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note
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1H NMR analysis of the O-methylmandelate derivative of syn-6 according to Trost's procedure (see ref 20). Further details are described in the Supporting Information.
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49
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33845376028
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Trost, B. M.; Belletire, J. L.; Godleski, S.; McDougal, P. G.; Balkovec, J. M.; Baldwin, J. J.; Christy, M. E.; Ponticello, G. S.; Varga, S. L.; Spinger, J. P. J. Org. Chem. 1986, 57, 2370.
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Ponticello, G.S.8
Varga, S.L.9
Spinger, J.P.10
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