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0034804021
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(e) Kadota, I.; Ohno, A.; Matsuda, K.; Yamamoto, Y. J. Am. Chem. Soc. 2001, 123, 6702.
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Kadota, I.1
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8
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0034699855
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Fuwa, H.; Sasaki, M.; Tachibana, K. Tetrahedron Lett. 2000, 41, 8371.
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(b) Fuwa, H.; Sasaki, M.; Tachibana, K. Tetrahedron 2000, 57, 3019.
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Rainier, J.D.1
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11
-
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0042722937
-
-
Sasaki and Yamamoto have employed somewhat circuitous routes to the similarly substituted gambierol F,G-ring system. See refs 3d and 4
-
Sasaki and Yamamoto have employed somewhat circuitous routes to the similarly substituted gambierol F,G-ring system. See refs 3d and 4.
-
-
-
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14
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0030769276
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Irie, H.6
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15
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0023010701
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(b) Barrett, A. G. M.; Carr, R. A. E.; Attwood, S. V.; Richardson, G.; Walshe, N. D. A. J. Org. Chem. 1986, 51, 4840.
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17
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0043224163
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-
The analogous cycloaddition reaction between Danishersky's diene and 2 proceeds in 95% ee and 65% yield. See ref 8
-
The analogous cycloaddition reaction between Danishersky's diene and 2 proceeds in 95% ee and 65% yield. See ref 8.
-
-
-
-
18
-
-
0042221850
-
-
3
-
3.
-
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19
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0033549737
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20
-
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0041721533
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-
Compound 4 is enantiomeric to that expected on the basis of Jacobsen's results. See ref 13
-
Compound 4 is enantiomeric to that expected on the basis of Jacobsen's results. See ref 13.
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-
-
-
21
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0042722935
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-
The enantiomeric excess of 4 was determined using a chiracel OD HPLC column
-
The enantiomeric excess of 4 was determined using a chiracel OD HPLC column.
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-
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24
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84985666791
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Adam, W.; Bialas, J.; Hadjiarapoglou, L. Chem. Ber. 1991, 124, 2377.
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Adam, W.1
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25
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0000994727
-
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For the addition of propenylmagnesium chloride to glycal epoxides, see; (a) Best, W. M.; Ferro, V.; Harle, J.; Stick, R. V.; Tilbrook, D. M. G. Aust. J. Chem. 1997, 50, 463.
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Best, W.M.1
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Stick, R.V.4
Tilbrook, D.M.G.5
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26
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0032568331
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(b) Evans, D. A.; Trotter, B. W.; Côté, B. Tetrahedron Lett. 1998, 39, 1709.
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Evans, D.A.1
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33751158544
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Takai, K.1
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31
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0001077422
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Schrock, R. R.; Murdzek, J. S.; Bazan, G. C.; Robbins, J.; DiMare, M.; O'Regan, M. B. J. Am. Chem. Soc. 1990, 112, 3875.
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(b) Fujimura, O.; Fu, G. C.; Grubbs, R. H. J. Org. Chem. 1994, 59, 4029.
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33
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0033598258
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Scholl, M.; Ding, S.; Lee, C. W.; Grubbs, R. H. Org. Lett. 1999, 1, 953.
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34
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0034685462
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(b) Chatterjee, A. K.; Morgan, J. P.; Scholl, M.; Grubbs, R. H. J. Am. Chem. Soc. 2000, 122, 3783.
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Chatterjee, A.K.1
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Grubbs, R.H.4
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35
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0035825039
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(c) Rainier, J. D.; Cox, J. M.; Allwein, S. P. Tetrahedron Lett. 2001, 42, 179.
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Rainier, J.D.1
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Allwein, S.P.3
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36
-
-
0042221848
-
-
The use of propenylmagnesium chloride resulted in the selective formation of the undesired β-C-allyl glycoside, whereas the use of triallyl aluminum and triallyl borane resulted in the formation of 1.5:1 and 1:1.5 mixtures of α-and β-C-allyl glycosides, respectively
-
The use of propenylmagnesium chloride resulted in the selective formation of the undesired β-C-allyl glycoside, whereas the use of triallyl aluminum and triallyl borane resulted in the formation of 1.5:1 and 1:1.5 mixtures of α-and β-C-allyl glycosides, respectively.
-
-
-
-
38
-
-
0043224162
-
-
Determined from NOE experiments. See Supporting Information
-
Determined from NOE experiments. See Supporting Information
-
-
-
-
39
-
-
0033618291
-
-
To the best of our knowledge, this is the first example of this reaction. For related Claisen rearrangements to C-glycosides, see: (a) Vidal, T.; Haudrechy, A.; Langlois, Y. Tetrahedron Lett. 1999, 40, 5677.
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Vidal, T.1
Haudrechy, A.2
Langlois, Y.3
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40
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0034733115
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-
and references therein
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(b) Wallace, G. A.; Scott, R. W.; Heathcock, C. H. J. Org. Chem. 2000, 65, 4145 and references therein.
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Wallace, G.A.1
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Heathcock, C.H.3
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42
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2142858450
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The relative stereochemistry was established through the use of extensive NOE experiments. The absolute stereochemistry was established through the conversion of 13 into the corresponding C-6 Mosher's esters and using the Kakisawa method for determining the absolute stereochemistry. See ref 2 and Ohtani, I.; Kusumi, T.; Kashman, Y.; Kakisawa, H. J. Am. Chem. Soc. 1991, 113, 4092.
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43
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0003942864
-
-
Wiley: New York
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4 reduction of the C-10 ketone is expected on the basis of axial attack on the ketone and from the side opposite the C-7 angular methyl group. For a discussion of related reductions in cyclohexanones, see: Eliel, E. L.; Wilen, S. H.; Mander, L. N. Stereochemistry of Organic Compounds; Wiley: New York, 1994; pp 734-735.
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Eliel, E.L.1
Wilen, S.H.2
Mander, L.N.3
-
44
-
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0033574384
-
-
Murai has carried out a related reaction. See: Fujiwara, K.; Awakura, D.; Tsunashima, M.; Nakamura, A.; Honma, T.; Murai, A. J. Org. Chem. 1999, 64, 2616.
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Awakura, D.2
Tsunashima, M.3
Nakamura, A.4
Honma, T.5
Murai, A.6
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