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7
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33746419547
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8
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0033605181
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34347343489
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Chem. Abstr. 2000, 133, 237651.
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12
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8344270141
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15
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34347364216
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Calculations were carried out using Spartan (www.wavefun.com) for Mac '02 to generate equilibrium geometries at using the semi-empirical PM3; Chapron, A
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unpublished results
-
Calculations were carried out using Spartan (www.wavefun.com) for Mac '02 to generate equilibrium geometries at using the semi-empirical PM3; Chapron, A. unpublished results.
-
-
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16
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34347324717
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accessed via
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The CSD database was accessed via: www.ccdc.cam.ac.uk.
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The CSD database was
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0001264816
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Review:, and references therein
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Review: Kagan, H. B.; Girard, C.; Guillaneux, D.; Rainford, D.; Samuel, O.; Zhang, S. Y.; Zhao, S. H. Acta Chem. Scand. 1996, 50, 345; and references therein.
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21
-
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34347331950
-
-
The transition states G/H are conjectures; they could not be attained by PM3 calculation.
-
The transition states G/H are conjectures; they could not be attained by PM3 calculation.
-
-
-
-
22
-
-
34347355007
-
-
The enolates were prepared by the chemistry of ref. 15. Neat Ac 2O (2.5 equiv) was added and the temperature raised from -45 to +6°C over 6 h, Z, 3S)-1,3-Dimethyloct- 1-enyl Acetate 1H NMR (400.1 MHz, CDCl3, δ, 0.87 (3 H, t, J, 7.2 Hz, CH2Me, 0.91 (3 H, d, J, 6.7 Hz, CHMe, 1.19-1.39 [8 H, m, CH2) 4, 1.87 (3 H, d, J, 0.9 Hz, CMe, 2.17 (3 H, s, COMe, 2.34 (1 H, m, CHMe, 4.77 (1 H, dd, J, 9.8, 0.9 Hz, CH, Irradiation of the olefinic =CH signal (δ, 4.77 ppm) produced a 3.6% NOE at the enol methyl (δ, 1.87 ppm) consistent with a Z double-bond geometry. 13C NMR (100.6 MHz, CDCl3, δ, 15.5 (Me, 19.5 (Me, 21.1 (Me, 22.7 (CH2, 27.0 (CH2, 30.6 (CH, 32.0 (CH2, 37.2 (CH2, 123.4, CH, 143.8, COAc, 169.1 (C=0, IR CHCl
-
+]: 198.1602.
-
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23
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I am indebted to Prof. D. Gillheany (UCD, Ireland) for this advice; he assures me it arose in the K. B. Sharpless group in the 1990s. It's not always true, but is commonly observed.
-
I am indebted to Prof. D. Gillheany (UCD, Ireland) for this advice; he assures me it arose in the K. B. Sharpless group in the 1990s. It's not always true, but is commonly observed.
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3Al·(quinuclidine) (TMQUAL). See also: Schumann, H.; Wassermann, B. C.; Schutte, S.; Heymer, B.; Nickel, S.; Seuß, T. D.; Wernik, S.; Demtshuk, J.; Girgsdies, F.; Wiemann, R. Z. Anorg. Allg. Chem. 2000, 626, 2081; and references therein.
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34347329825
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My sincere thanks to both Charles Davis (of Sigma-Aldrich) and John Blacker (at NPILPharma) for their advice and insights into the world of commercial chemistry. DABAL is now available from Sigma-Aldrich (catalogue no. 68210-1 DABAL-trimethylaluminium).
-
My sincere thanks to both Charles Davis (of Sigma-Aldrich) and John Blacker (at NPILPharma) for their advice and insights into the world of commercial chemistry. DABAL is now available from Sigma-Aldrich (catalogue no. 68210-1 DABAL-trimethylaluminium).
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