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Johnson, W.S.1
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0001666231
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3
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33845551861
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Bartlett, P.A.1
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Elliot, J.D.3
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5
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0024815564
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See, for example: (a) Denmark, S. E.; Wilson, T. M.; Almstead, N. G. J. Am. Chem. Soc. 1989, 111, 9258-9260.
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Denmark, S.E.1
Wilson, T.M.2
Almstead, N.G.3
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7
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0001151568
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Mori, I.; Ishihara, K.; Flippin, L. A.; Nozaki, K.; Yamamoto, H.; Bartlett P. A.; Heathcock, C. H. J. Org. Chem. 1990, 55, 6107-6115.
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Mori, I.1
Ishihara, K.2
Flippin, L.A.3
Nozaki, K.4
Yamamoto, H.5
Bartlett, P.A.6
Heathcock, C.H.7
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11
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33748736075
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Bull, S. D.; Correia, L. M. A. R. B.; Davies, S. G. J. Chem. Soc., Perkin Trans. 1 1998, 2231-2233.
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J. Chem. Soc., Perkin Trans. 1
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Bull, S.D.1
Correia, L.M.A.R.B.2
Davies, S.G.3
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15
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0346793861
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note
-
Sammakia observed high selectivity when Lewis acid was added slowly and when milder Lewis acids were used.
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-
-
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16
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0026051648
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Guindon, Y.; Simoneau, B.; Yoakim, C.; Gorys, V.; Lemieux, R.; Ogilvie, W. Tetrahedron Lett. 1991, 5453-5456.
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(1991)
Tetrahedron Lett.
, pp. 5453-5456
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Guindon, Y.1
Simoneau, B.2
Yoakim, C.3
Gorys, V.4
Lemieux, R.5
Ogilvie, W.6
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18
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0001606689
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(b) Lipshutz, B. H.; Wilhelm, R. S.; Kozlowski, J. A. Tetrahedron 1984, 40, 5005.
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(1984)
Tetrahedron
, vol.40
, pp. 5005
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Lipshutz, B.H.1
Wilhelm, R.S.2
Kozlowski, J.A.3
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19
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0012447689
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(c) Lipshutz, B. H.; Moretti, R.; Crow, R. Organic Synthesis 1990, 69, 80.
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(1990)
Organic Synthesis
, vol.69
, pp. 80
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Lipshutz, B.H.1
Moretti, R.2
Crow, R.3
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23
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0000304728
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Ashby, E. C.; Lin, J. J.; Watkins, J. J. J. Org. Chem. 1977, 42, 1099.
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(1977)
J. Org. Chem.
, vol.42
, pp. 1099
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Ashby, E.C.1
Lin, J.J.2
Watkins, J.J.3
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24
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0346793860
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-
note
-
Crystallographic analysis of the minor isomer (22b) indicated that the thiol addition had occurred with the same facial selectivity as was the case for the cuprate addition (see Supporting Information).
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-
-
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25
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0000856232
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Kusuda, K.; Inanaga, J.; Yamaguchi, M. Tetrahedron Lett. 1989, 30, 2945. For a review, see: Soderquist, J. A. Aldrichimica Acta 1991, 24, 15.
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(1989)
Tetrahedron Lett.
, vol.30
, pp. 2945
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Kusuda, K.1
Inanaga, J.2
Yamaguchi, M.3
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26
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0001948147
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Kusuda, K.; Inanaga, J.; Yamaguchi, M. Tetrahedron Lett. 1989, 30, 2945. For a review, see: Soderquist, J. A. Aldrichimica Acta 1991, 24, 15.
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(1991)
Aldrichimica Acta
, vol.24
, pp. 15
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-
Soderquist, J.A.1
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27
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0010640653
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The corresponding D-tartrate acetals produced secondary alcohols with S configurations
-
The absolute configuration of the final products was assigned by correlation to literature values of specific rotation or by the preparation of Mosher esters and comparison of the resulting NMR spectra with those of authentic samples prepared from commercially available chiral alcohols (Dale, J. A.; Dull, D. L.; Mosher, H. S. J. Org. Chem. 1969, 34, 2543-2549). The corresponding D-tartrate acetals produced secondary alcohols with S configurations.
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(1969)
J. Org. Chem.
, vol.34
, pp. 2543-2549
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Dale, J.A.1
Dull, D.L.2
Mosher, H.S.3
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28
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0348054850
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note
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For complete results, see Supporting Information.
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-
-
-
29
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0000191147
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(a) Guindon, Y.; Yoakim, C.; Morton, H. E. J. Org. Chem. 1984, 49, 3912-3920.
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(1984)
J. Org. Chem.
, vol.49
, pp. 3912-3920
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Guindon, Y.1
Yoakim, C.2
Morton, H.E.3
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30
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0001362593
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-
(b) Guindon, Y.; Anderson, P. C.; Yoakim, C.; Girard, Y.; Berthiaume, S.; Morton, H. E. Pure Appl. Chem. 1988, 60, 1705 -1714.
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(1988)
Pure Appl. Chem.
, vol.60
, pp. 1705-1714
-
-
Guindon, Y.1
Anderson, P.C.2
Yoakim, C.3
Girard, Y.4
Berthiaume, S.5
Morton, H.E.6
-
31
-
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0347424411
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-
note
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2 at -78 °C, and the samples were monitored by NMR at various probe temperatures.
-
-
-
-
32
-
-
0346163363
-
-
note
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2 gave a 7:1 mixture of 32a:32b, indicating that the same facial bias was maintained with the acyclic acetal system.
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-
-
-
33
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0000535305
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Labelle, M.; Morton, H. E.; Guindon, Y.; Springer, J. P. J. Am. Chem. Soc. 1988, 110, 4533.
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(1988)
J. Am. Chem. Soc.
, vol.110
, pp. 4533
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Labelle, M.1
Morton, H.E.2
Guindon, Y.3
Springer, J.P.4
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34
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4243749930
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Drouin, M.; Michel, A. G.; Guindon, Y.; Ogilvie, W. Acta Crystallogr., Sect. C 1993, C49, 75.
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(1993)
Acta Crystallogr., Sect. C
, vol.C49
, pp. 75
-
-
Drouin, M.1
Michel, A.G.2
Guindon, Y.3
Ogilvie, W.4
-
35
-
-
0347424410
-
-
note
-
2) was used as an external reference.
-
-
-
-
36
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84903270801
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-
2 (neat): 31.5. (a) Nöth, H.; Vahrenkamp, H. Chem. Ber. 1966, 99, 1049-1067. (b) Dahlhoff, W. V.; Köster, R. Liebigs Ann. Chem. 1975, 1625-1636.
-
(1966)
Chem. Ber.
, vol.99
, pp. 1049-1067
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Nöth, H.1
Vahrenkamp, H.2
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37
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84915135619
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-
2 (neat): 31.5. (a) Nöth, H.; Vahrenkamp, H. Chem. Ber. 1966, 99, 1049-1067. (b) Dahlhoff, W. V.; Köster, R. Liebigs Ann. Chem. 1975, 1625-1636.
-
(1975)
Liebigs Ann. Chem.
, pp. 1625-1636
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Dahlhoff, W.V.1
Köster, R.2
-
40
-
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0346163362
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-
(b) Brown, H. C.; Cole, T. E.; Srebnik, M. Organometallics 1985, 4, 1788-1792.
-
(1985)
Organometallics
, vol.4
, pp. 1788-1792
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-
Brown, H.C.1
Cole, T.E.2
Srebnik, M.3
-
41
-
-
0348054829
-
-
note
-
2-BBr used to open the acetal.
-
-
-
-
42
-
-
0346163361
-
-
note
-
We used the largest experiment error to construct a "window" within which calculated curves were accepted.
-
-
-
-
43
-
-
0025780257
-
-
This type of enhancement, where selectivity is generated on two or more levels, has been more rigorously described. Buschmann, H.; Scharf, H.-D.; Hoffmann, N.; Esser, P. Angew. Chem., Int. Ed. Engl. 1991, 30, 477-515. See also: Ward, D. E.; Liu, Y.; Rhee, C. K. Synlett 1993, 561-563.
-
(1991)
Angew. Chem., Int. Ed. Engl.
, vol.30
, pp. 477-515
-
-
Buschmann, H.1
Scharf, H.-D.2
Hoffmann, N.3
Esser, P.4
-
44
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-
0002889946
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-
This type of enhancement, where selectivity is generated on two or more levels, has been more rigorously described. Buschmann, H.; Scharf, H.-D.; Hoffmann, N.; Esser, P. Angew. Chem., Int. Ed. Engl. 1991, 30, 477-515. See also: Ward, D. E.; Liu, Y.; Rhee, C. K. Synlett 1993, 561-563.
-
(1993)
Synlett
, pp. 561-563
-
-
Ward, D.E.1
Liu, Y.2
Rhee, C.K.3
-
45
-
-
0348054849
-
-
note
-
General experimental comments, physical properties, and analytical data are given in Supporting Information.
-
-
-
-
47
-
-
0347424408
-
-
note
-
2 gave satisfactory results only if the solution was very fresh.
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