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5
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0037006784
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T. Rosenau, A. Potthast, A. Hofinger, and P. Kosma Angew. Chem., Int. Ed. 41 2002 1171 1173
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(2002)
Angew. Chem., Int. Ed.
, vol.41
, pp. 1171-1173
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Rosenau, T.1
Potthast, A.2
Hofinger, A.3
Kosma, P.4
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8
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84981840357
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P. Schudel, H. Mayer, J. Metzger, R. Rüegg, and O. Isler Helv. Chim. Acta 46 1963 636 (c) See also Ref. 9.
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(1963)
Helv. Chim. Acta
, vol.46
, pp. 636
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Schudel, P.1
Mayer, H.2
Metzger, J.3
Rüegg, R.4
Isler, O.5
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9
-
-
31544478778
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-
note
-
The preparation is given in Ref. 5b.
-
-
-
-
10
-
-
31544451502
-
-
Unpublished results.
-
T. N., Unpublished results.
-
-
-
-
11
-
-
31544481133
-
-
note
-
The small amount of HBr generated from TMS-Br and water in solvents (not specially dried) is sufficient. All syntheses used RRR-tocopherols as starting materials. It was not tested whether the integrity of stereochemistry was maintained over the reaction steps.
-
-
-
-
12
-
-
13844254623
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-
The issue of the two diastereomers formed by attack of the phenolic OH at either side of oQM-1 and their interconversion has been discussed, and also a full NMR assignment is given: H. Schröder, and T. Netscher Magn. Reson. Chem. 39 2001 701 708
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(2001)
Magn. Reson. Chem.
, vol.39
, pp. 701-708
-
-
Schröder, H.1
Netscher, T.2
-
13
-
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37049070007
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-
An earlier work proposed a fluxational structure with the two diastereomers contributing: H.M. Fales, H.A. Lloyd, J.A. Ferretti, J.V. Silverton, D.G. Davis, and H.J. Kon J. Chem. Soc., Perkin Trans. 2 1990 1005 1010
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(1990)
J. Chem. Soc., Perkin Trans. 2
, pp. 1005-1010
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-
Fales, H.M.1
Lloyd, H.A.2
Ferretti, J.A.3
Silverton, J.V.4
Davis, D.G.5
Kon, H.J.6
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14
-
-
0030837379
-
-
A similar reaction between para-tocopherylquinone and TMS halides has been used to obtain the O-TMS-protected 5a-bromo-α-tocopherol: T. Rosenau, and W.D. Habicher Tetrahedron Lett. 38 1997 5959 5960
-
(1997)
Tetrahedron Lett.
, vol.38
, pp. 5959-5960
-
-
Rosenau, T.1
Habicher, W.D.2
-
15
-
-
31544438530
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-
Authentic material was available from earlier work: see the first publication in Ref. 9.
-
Authentic material was available from earlier work: see the first publication in Ref. 9.
-
-
-
-
16
-
-
31544441598
-
-
note
-
#)/R, and thus the difference of activation energies.
-
-
-
-
17
-
-
31544470868
-
-
note
-
It should be noted that this mechanism is still a proposal only. Clarifying computations are underway.
-
-
-
-
21
-
-
31544441889
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-
note
-
The use of ICl or IBr had no effect on the outcome of the low-temperature route leading to 11.
-
-
-
-
22
-
-
31544482635
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-
note
-
Possible erosion of the stereochemistry, especially at C-2, as a consequence of the chemical manipulations was not further studied. However, comparison of the spiro-dimeric products with stereochemically pure (all-R)-compounds gave no indication of such a process.
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-
-
-
25
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4243553426
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A. Becke Phys. Rev. A38 1988 3098 3100
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(1988)
Phys. Rev.
, vol.38
, pp. 3098-3100
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Becke, A.1
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28
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33645949559
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M.M. Francl, W.J. Pietro, W.J. Hehre, J.S. Binkley, M.S. Gordon, D.J. DeFrees, and J.A. Pople J. Chem. Phys. 77 1982 3654 3665
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(1982)
J. Chem. Phys.
, vol.77
, pp. 3654-3665
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Francl, M.M.1
Pietro, W.J.2
Hehre, W.J.3
Binkley, J.S.4
Gordon, M.S.5
Defrees, D.J.6
Pople, J.A.7
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