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0041863385
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note
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nBuLi in toluene at -78°C and subsequent quenching with chlorotrime-thylsilane, we isolated (+)-6e in an enantiomeric excess of 40%.
-
-
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-
28
-
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0042865348
-
-
note
-
We obtained (+)-6e in 22% ee after asymmetric deprotonation of 3b in the presence of chlorotrimethylsilane (in situ procedure).
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30
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0001854238
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Hoppe, I.; Marsch, M.; Harms, K.; Boche, G.; Hoppe, D. Angew. Chem. 1995, 107, 2328; Angew. Chem., Int. Ed. Engl. 1995, 34, 2158.
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35
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0042364317
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note
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Crystals suitable for X-ray diffraction analysis were grown by slow evaporation of an ethereal solution.
-
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36
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0033610503
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and reference therein
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41
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(b) For X-ray crystal structure analysis of lithiated allylic carbamate, see: Marsch, M.; Harms, K.; Zschage, O.; Hoppe, D.; Boche, G. Angew. Chem. 1991, 103, 338; Angew. Chem., Int. Ed. Engl. 1991, 30, 321.
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(b) For X-ray crystal structure analysis of lithiated allylic carbamate, see: Marsch, M.; Harms, K.; Zschage, O.; Hoppe, D.; Boche, G. Angew. Chem. 1991, 103, 338; Angew. Chem., Int. Ed. Engl. 1991, 30, 321.
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Brewster, J.H.1
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0042865349
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note
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This assumption was certified during a synthesis based on (aR)-8b (see: Schultz-Fademrecht, C.; Hoppe, D.; Tius, M. A. Manuscript in preparation). We achieved an X-ray structure of (aS)-4,4-dimethyl-1-(trimethylstannyl)penta-1,2-dienyl N,N-diisopropylcarbamate (9). This was prepared by α-deprotonation of (aR)-8b and subsequent substitution of the lithiated allenyl carbamate with chlorotrimethylstannane.
-
-
-
-
47
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0041362613
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For an example of a similar chirality transfer into the opposite direction using Claisen rearrangement, see: (a) Hoppe, D.; Gonschorrek, C.; Egert, E.; Schmidt, D. Angew. Chem. 1985, 97, 706; Angew. Chem., Int. Ed. Engl. 1985, 24, 700.
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48
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84985554216
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For an example of a similar chirality transfer into the opposite direction using Claisen rearrangement, see: (a) Hoppe, D.; Gonschorrek, C.; Egert, E.; Schmidt, D. Angew. Chem. 1985, 97, 706; Angew. Chem., Int. Ed. Engl. 1985, 24, 700.
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