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See Supporting Information for details
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See Supporting Information for details.
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36
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39
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33746593100
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note
-
We first subjected the corresponding homoallylic homopropargylic alcohol to the resolution conditions of Taber (3 mass equiv AK, 60 °C, neat vinyl acetate) and observed that regardless of conversion, both the acetate and unreacted alcohol were racemic.
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40
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33746634508
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Stereochemistry was confirmed by comparison of HPLC traces of this alcohol and of the identical substrate prepared previously. See ref 11a
-
Stereochemistry was confirmed by comparison of HPLC traces of this alcohol and of the identical substrate prepared previously. See ref 11a
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41
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33746607469
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note
-
Currently, this acetate is not of sufficient optical purity to be useful in the preparation of cryptophycin analogues. We are investigating solutions to this problem.
-
-
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42
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20644469267
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Calculated according to: Chen, C.-S.; Fujimoto, Y.; Girdaukas, G.; Shi, C. J. J. Am. Chem. Soc. 1982, 104, 7294.
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Shi, C.J.4
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43
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33746596777
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Absolute stereochemistry was proven by X-ray analysis of 22
-
Absolute stereochemistry was proven by X-ray analysis of 22.
-
-
-
-
44
-
-
33746633695
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-
For details on the synthesis of 11, see Supporting Information
-
For details on the synthesis of 11, see Supporting Information.
-
-
-
-
45
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-
33746653954
-
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This product was a single disasteromer, suggesting it was not formed by RCM with the internal olefin, followed by ROM/RCM to form the macrocycle
-
This product was a single disasteromer, suggesting it was not formed by RCM with the internal olefin, followed by ROM/RCM to form the macrocycle.
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-
-
-
49
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0031059866
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int = 0.0665). The data frames were integrated and scaled using the Denzo-SMN package (Otwinowski, Z.; Minor, W. Methods Enzymol. 1997, 276, 307-326.).
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0004150157
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Bruker Analytical X-ray Systems Inc., Madison, WI
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-3. CCDC-288364 (22) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from the Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/ data_request/cif.
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(2001)
SHELXTL-Windows NT. V6.12
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Sheldrick, G.M.1
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52
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33746660518
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The configurations at the epoxide functionalities for 24maj and 24min have not yet been established
-
The configurations at the epoxide functionalities for 24maj and 24min have not yet been established.
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