-
1
-
-
0000097153
-
-
Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer: Berlin
-
For recent reviews, see: (a) Evans, D. A.; Johnson, J. S. Comprehensive Asymmetric Catalysis III; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer: Berlin, 1999; p 1177
-
(1999)
Comprehensive Asymmetric Catalysis III
, pp. 1177
-
-
Evans, D.A.1
Johnson, J.S.2
-
4
-
-
0032477318
-
-
(a) Kanemasa, S.; Oderaotoshi, Y.; Tanaka, J.; Wada, E. J. Am. Chem. Soc. 1998, 120, 12355.
-
(1998)
J. Am. Chem. Soc.
, vol.120
, pp. 12355
-
-
Kanemasa, S.1
Oderaotoshi, Y.2
Tanaka, J.3
Wada, E.4
-
6
-
-
0030877158
-
-
Enantioselective cycloaddition reactions of activated nitrones onto ketene acetals have been carried out: (a) Seerden, J. P. G.; Boeren, M. M. M.; Scheeren, H. W. Tetrahedron 1997, 53, 11843.
-
(1997)
Tetrahedron
, vol.53
, pp. 11843
-
-
Seerden, J.P.G.1
Boeren, M.M.M.2
Scheeren, H.W.3
-
7
-
-
0028361611
-
-
(b) Seerden, J. P. G.; Scholte op Reimer, A. W. A.; Scheeren, H. W. Tetrahedron Lett. 1994, 35, 4419.
-
(1994)
Tetrahedron Lett.
, vol.35
, pp. 4419
-
-
Seerden, J.P.G.1
Scholte Op Reimer, A.W.A.2
Scheeren, H.W.3
-
8
-
-
0001089549
-
-
(a) Aggarwal, V. K.; Drabowicz, J.; Grainger, R. S.; Gültekin, Z.; Lightowler, M.; Spargo, P. L. J. Org. Chem. 1995, 60, 4962.
-
(1995)
J. Org. Chem.
, vol.60
, pp. 4962
-
-
Aggarwal, V.K.1
Drabowicz, J.2
Grainger, R.S.3
Gültekin, Z.4
Lightowler, M.5
Spargo, P.L.6
-
9
-
-
33748648417
-
-
(b) Aggarwal, V. K.; Gültekin, Z.; Grainger, R. S.; Adams, H.; Spargo, P. L. J. Chem. Soc., Perkin Trans. 1 1998, 2771.
-
(1998)
J. Chem. Soc., Perkin Trans. 1
, pp. 2771
-
-
Aggarwal, V.K.1
Gültekin, Z.2
Grainger, R.S.3
Adams, H.4
Spargo, P.L.5
-
10
-
-
0000319204
-
-
(c) Aggarwal, V. K.; Grainger, R. S.; Adams, H.; Spargo, P. L. J. Org. Chem. 1998, 63, 3481.
-
(1998)
J. Org. Chem.
, vol.63
, pp. 3481
-
-
Aggarwal, V.K.1
Grainger, R.S.2
Adams, H.3
Spargo, P.L.4
-
11
-
-
0024785652
-
-
(a) Konishi, M.; Nishio, M.; Saitoh, T.; Miyaki, T.; Oki, T.; Kawaguchi, H. J. Antibiot. 1989, 42, 1749.
-
(1989)
J. Antibiot.
, vol.42
, pp. 1749
-
-
Konishi, M.1
Nishio, M.2
Saitoh, T.3
Miyaki, T.4
Oki, T.5
Kawaguchi, H.6
-
12
-
-
0024835032
-
-
(b) Oki, T.; Hirano, M.; Tomatsu, K.; Numata, K.; Kamei, H. J. Antibiot. 1989, 42, 1756.
-
(1989)
J. Antibiot.
, vol.42
, pp. 1756
-
-
Oki, T.1
Hirano, M.2
Tomatsu, K.3
Numata, K.4
Kamei, H.5
-
13
-
-
0025019332
-
-
(c) Iwamoto, T.; Tsujii, E.; Ezaki, M.; Fujie, A.; Hashimoto, S.; Okuhara, M.; Kohsaka, M.; Imanaka, H. J. Antibiot. 1990, 43, 1.
-
(1990)
J. Antibiot.
, vol.43
, pp. 1
-
-
Iwamoto, T.1
Tsujii, E.2
Ezaki, M.3
Fujie, A.4
Hashimoto, S.5
Okuhara, M.6
Kohsaka, M.7
Imanaka, H.8
-
14
-
-
0025338480
-
-
(d) Kawabata, K.; Inamoto, Y.; Sakane, K. J. Antibiot. 1990, 43, 513.
-
(1990)
J. Antibiot.
, vol.43
, pp. 513
-
-
Kawabata, K.1
Inamoto, Y.2
Sakane, K.3
-
16
-
-
37049076807
-
-
(b) Davies, S. G.; Ichihara, O.; Lenoir, I.; Walters, I. A. S. J. Chem. Soc., Perkin Trans. 1 1994, 1411.
-
(1994)
J. Chem. Soc., Perkin Trans. 1
, pp. 1411
-
-
Davies, S.G.1
Ichihara, O.2
Lenoir, I.3
Walters, I.A.S.4
-
19
-
-
0002108906
-
-
Padwa, A., Ed.; John Wiley & Sons: New York
-
(b) Tufariello, J. J. In 1,3-Dipolar Cycloaddition Chemistry; Padwa, A., Ed.; John Wiley & Sons: New York, 1984; Vol. 2, pp 83-168.
-
(1984)
1,3-Dipolar Cycloaddition Chemistry
, vol.2
, pp. 83-168
-
-
Tufariello, J.J.1
-
20
-
-
0000137347
-
-
Although dithiolane 1 had been employed in intermolecular nitrone cycloadditions, we chose to work on the dithiane derivative 3 as the synthesis of such substituted alkenes had already been successfully achieved and employed in epoxidation: (a) Aggarwal, V. K.; Barrell, J. K.; Worrall, J. M.; Alexander, R. J. Org. Chem. 1998, 63, 7128. In related Diels-Alder cycloadditions, dithiolane 1 was found to be more reactive and more selective than the dithiane analogue of 1:
-
(1998)
J. Org. Chem.
, vol.63
, pp. 7128
-
-
Aggarwal, V.K.1
Barrell, J.K.2
Worrall, J.M.3
Alexander, R.4
-
21
-
-
33748648417
-
-
(b) Aggarwal, V. K.; Gültekin, Z.; Grainger, R. S.; Adams, H.; Spargo, P. L. J. Chem. Soc., Perkin Trans. 1 1998, 2771. The dithiolane analogue of 3 would have been investigated had low diastereoselectivity been observed in the current nitrone cycloaddition with the dithiane derivative 3.
-
(1998)
J. Chem. Soc., Perkin Trans. 1
, pp. 2771
-
-
Aggarwal, V.K.1
Gültekin, Z.2
Grainger, R.S.3
Adams, H.4
Spargo, P.L.5
-
24
-
-
0011926721
-
-
(c) Baldwin, S. W.; Wilson, J. D.; Aubé, J. J. Org. Chem. 1985, 50, 4432.
-
(1985)
J. Org. Chem.
, vol.50
, pp. 4432
-
-
Baldwin, S.W.1
Wilson, J.D.2
Aubé, J.3
-
25
-
-
0009416688
-
-
Mlotkowska, B.; Gross, H.; Costisella, B.; Mikolajczyk, M.; Grzejszczak, S.; Zatorski, A. J. Prakt. Chem. 1977, 319, 17.
-
(1977)
J. Prakt. Chem.
, vol.319
, pp. 17
-
-
Mlotkowska, B.1
Gross, H.2
Costisella, B.3
Mikolajczyk, M.4
Grzejszczak, S.5
Zatorski, A.6
-
27
-
-
0000977373
-
-
Oxidation of 2-carboethoxy-1,3-dithiane and other 2-substituted 1,3-dithianes with (+)-DET gave the (R)-sulfoxide as noted in: (a) Aggarwal, V. K.; Evans, G. R.; Moya, E.; Dowden, J. J. Org. Chem. 1992, 57, 6390.
-
(1992)
J. Org. Chem.
, vol.57
, pp. 6390
-
-
Aggarwal, V.K.1
Evans, G.R.2
Moya, E.3
Dowden, J.4
-
28
-
-
0000308238
-
-
(b) Aggarwal, V. K.; Esquivel-Zamora, B. N.; Evans, G. R.; Jones, E. J. Org. Chem. 1998, 63, 7306.
-
(1998)
J. Org. Chem.
, vol.63
, pp. 7306
-
-
Aggarwal, V.K.1
Esquivel-Zamora, B.N.2
Evans, G.R.3
Jones, E.4
-
29
-
-
0001510987
-
-
(c) Page, P. C. B.; Wilkes, R. D.; Namwinda, E. S.; Witty, M. J. Tetrahedron 1996, 52, 2125.
-
(1996)
Tetrahedron
, vol.52
, pp. 2125
-
-
Page, P.C.B.1
Wilkes, R.D.2
Namwinda, E.S.3
Witty, M.J.4
-
30
-
-
0002484240
-
-
(d) Samuel, O.; Ronan, B.; Kagan, H. B. J. Organomet. Chem. 1989, 370, 43.
-
(1989)
J. Organomet. Chem.
, vol.370
, pp. 43
-
-
Samuel, O.1
Ronan, B.2
Kagan, H.B.3
-
31
-
-
33746873936
-
-
(a) Schreiber, S. L.; Claus, R. E.; Reagan, J. Tetrahedron Lett. 1982, 23, 3867.
-
(1982)
Tetrahedron Lett.
, vol.23
, pp. 3867
-
-
Schreiber, S.L.1
Claus, R.E.2
Reagan, J.3
-
33
-
-
0042904009
-
-
(b) Claus, R. E.; Schreiber, S. L. Organic Syntheses; Wiley: New York, 1990; Collect. Vol. VII, pp 168-171.
-
Collect.
, vol.7
, pp. 168-171
-
-
-
34
-
-
0041901816
-
-
(c) Initially the 1,3-dioxolane monoacetal was used. For its synthesis, see: Grigorieva, N. Y.; Yudina, O. N.; Moiseenkoz, A. M. Synthesis 1989, 8, 591.
-
(1989)
Synthesis
, vol.8
, pp. 591
-
-
Grigorieva, N.Y.1
Yudina, O.N.2
Moiseenkoz, A.M.3
-
35
-
-
0001353830
-
-
Lipshutz, B. H.; Pollart, D.; Monforte, J.; Kotsuki, H. Tetrahedron Lett. 1985, 26, 705.
-
(1985)
Tetrahedron Lett.
, vol.26
, pp. 705
-
-
Lipshutz, B.H.1
Pollart, D.2
Monforte, J.3
Kotsuki, H.4
-
36
-
-
0342894708
-
-
For another example of the acceleration of a palladium-catalysed hydrogenolysis using triethylamine as an additive, see: Effenberger, F.; Jager, J. Chem. Eur. J. 1997, 3, 1370.
-
(1997)
Chem. Eur. J.
, vol.3
, pp. 1370
-
-
Effenberger, F.1
Jager, J.2
-
37
-
-
33645897192
-
-
For a review on allylic 1,3-strain as a controlling factor in stereoselective transformations, see: Hoffmann, R. W. Chem. Rev. 1989, 89, 1841-1860.
-
(1989)
Chem. Rev.
, vol.89
, pp. 1841-1860
-
-
Hoffmann, R.W.1
-
38
-
-
0042403159
-
-
Ph.D. Thesis, University of Sheffield
-
Barrell, J. K. Ph.D. Thesis, University of Sheffield, 1999.
-
(1999)
-
-
Barrell, J.K.1
-
39
-
-
0034674969
-
-
Acyclic (E)-nitrones have been postulated as intermediates in cycloadditions at elevated temperatures: (a) Ishikawa, T.; Saito, S.; Kudo, T.; Shigemori, K. J. Am Chem. Soc. 2000, 122, 7633.
-
(2000)
J. Am Chem. Soc.
, vol.122
, pp. 7633
-
-
Ishikawa, T.1
Saito, S.2
Kudo, T.3
Shigemori, K.4
-
41
-
-
0028344826
-
-
(c) Rispens, M. T.; Keller, E.; de Lange, B.; Zijlstra, R. W. J.; Feringa, B. L. Tetrahedron: Asymmetry 1994, 5, 607. (Z)-nitrones formed at lower temperatures have been isolated and characterised using NOE NMR spectroscopy:
-
(1994)
Tetrahedron: Asymmetry
, vol.5
, pp. 607
-
-
Rispens, M.T.1
Keller, E.2
De Lange, B.3
Zijlstra, R.W.J.4
Feringa, B.L.5
-
43
-
-
15944413316
-
-
(e) Saito, S.; Ishikawa, T.; Kishimoto, N.; Kohara, T.; Moriwake, T. Synlett 1993, 282.
-
(1993)
Synlett
, pp. 282
-
-
Saito, S.1
Ishikawa, T.2
Kishimoto, N.3
Kohara, T.4
Moriwake, T.5
-
44
-
-
11944251609
-
-
For a review on the use of the sulfinyl group in asymmetric synthesis, see: (a) Carreno, M. Chem. Rev. 1995, 95, 1717-1760.
-
(1995)
Chem. Rev.
, vol.95
, pp. 1717-1760
-
-
Carreno, M.1
-
45
-
-
0002089674
-
-
Organosulfur Chemistry I
-
(b) Garcia Ruano, J. L. Top. Curr. Chem. 1999, 204 (Organosulfur Chemistry I), 1-126.
-
(1999)
Top. Curr. Chem.
, vol.204
, pp. 1-126
-
-
Garcia Ruano, J.L.1
|