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H. Achenbach J. Gross X. A. Dominguez G. Cano J. V. Star L. D. C. Brussolo G. Muñoz F. Salgado L. López Phytochemistry 1987 26 1159 1166
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9
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0028814863
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C. B. Bernard H. G. Krishnamurty D. Chauret T. Durst B. J. R. Philogène P. Sánchez-Vindas C. Hasbun L. Poveda L. San Roman J. T. Arnason J. Chem. Ecol. 1995 21 801 814
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25644444393
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M. P. De Campos C. V. Filho R. Z. Da Silva R. A. Yunes S. Zacchino S. Juarez R. C. Bella Cruz A. Bella Cruz Biol. Pharm. Bull. 2005 28 1527 1530
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Bella, C.C.R.7
Bella, C.A.8
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27
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34548285232
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We used (-)-diisopropyl tartrate and checked that the material so-labeled was indeed levorotatory See also: ref. 14, page 19
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We used (-)-diisopropyl tartrate and checked that the material so-labeled was indeed levorotatory
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28
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84941216140
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J. D. Morrison, Academic Press, Orlando, pp 247-308, especially pp 287-288
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Asymmetric Synthesis, Ed.
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Finn, M.G.1
Sharpless In, K.B.2
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29
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0001780886
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We can find only one example of Sharpless epoxidation of a styrene derivative with a para-oxygen substituent (and no additional substituents) on the benzene ring, but it is a kinetic and not a preparative experiment:
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T. Katsuki V. S. Martin Org. React. 1996 48 1 299
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Martin, V.S.2
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31
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34548217575
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-1; 40°C; detection at 210 nm
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-1; 40°C; detection at 210 nm
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33
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34548277354
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-1, detection at 232 nm. Baseline separation of a racemic sample; retention times 11.9 min and 14.3 min
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-1, detection at 232 nm. Baseline separation of a racemic sample; retention times 11.9 min and 14.3 min
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34
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0033539030
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Y. M. Choi-Sledeski D. G. McGarry D. M. Green H. J. Mason M. R. Becker R. S. Davis W. R. Ewing W. P. Dankulich V. E. Manetta R. L. Morris A. P. Spada D. L. Cheney K. D. Brown D. J. Colussi V. Chu C. L. Heran R. S. Morgan R. G. Bentley R. J. Leadley S. Maignan J.-P. Guiloteau C. T. Dunwiddie H. W. Pauls J. Med. Chem. 1999 42 3572 3587
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Becker, M.R.5
Davis, R.S.6
Ewing, W.R.7
Dankulich, W.P.8
Manetta, V.E.9
Morris, R.L.10
Spada, A.P.11
Cheney, D.L.12
Brown, K.D.13
Colussi, D.J.14
Chu, V.15
Heran, C.L.16
Morgan, R.S.17
Bentley, R.G.18
Leadley, R.J.19
Maignan, S.20
Guiloteau, J.-P.21
Dunwiddie, C.T.22
Pauls, H.W.23
more..
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35
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34548244866
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Opening of related epoxides with phenols did not work in non-aqueous solvents, and diastereoselection in acidic organic solvents was poor; no epoxide opening occurred in basic organic media Cf
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Opening of related epoxides with phenols did not work in non-aqueous solvents, and diastereoselection in acidic organic solvents was poor; no epoxide opening occurred in basic organic media
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37
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0037189214
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13C NMR data for our sample matched the values reported in ref. 4g, 4l and 4c extremely closely, but showed some differences from the values reported in ref. 4a For a related, and sensitive, para-alkoxy allylic carbonate, see compound (R)- 6 in:
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J. Yu M. J. Gaunt J. B. Spencer J. Org. Chem. 2002 67 4627 4629
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Yu, J.1
Gaunt, M.J.2
Spencer, J.B.3
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39
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0012815040
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Normally, Zn would be required to react with the intermediate iodo epoxide formed from the mesylate. Direct conversion of an iodo epoxide to an allylic alcohol by iodide ion has been suggested in a mechanistic scheme:
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T. Katsuki K. B. Sharpless J. Am. Chem. Soc. 1980 102 5974 5976
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Katsuki, T.1
Sharpless, K.B.2
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