-
2
-
-
72449121696
-
-
Chem. Abstr. 1958, 52, 44711.
-
(1958)
Chem. Abstr.
, vol.52
, pp. 44711
-
-
-
5
-
-
0000048225
-
-
Denmark, S. E.; Barsanti. P. A.; Wong. K..-T.: Stavenger, R. A. J. Org. Chem. 1998, 63, 2428.
-
(1998)
J. Org. Chem.
, vol.63
, pp. 2428
-
-
Denmark, S.E.1
Barsanti, P.A.2
Wong, K.-T.3
Stavenger, R.A.4
-
8
-
-
67650567041
-
-
Fester, G. W.; Wagler, J.; Brendler, E; Böhme, U.; Gerlach, D.; Kroke, E. J. Am. Chem. Soc. 2009, 131, 6855.
-
(2009)
J. Am. Chem. Soc.
, vol.131
, pp. 6855
-
-
Fester, G.W.1
Wagler, J.2
Brendler, E.3
Böhme, U.4
Gerlach, D.5
Kroke, E.6
-
9
-
-
34547311382
-
-
(a) Denmark, S. E.; Barsanti, P. A.; Beutner, G. L.: Wilson, T. W. Adv. Synth. Catal. 2007, 349, 567.
-
(2007)
Adv. Synth. Catal.
, vol.349
, pp. 567
-
-
Denmark, S.E.1
Barsanti, P.A.2
Beutner, G.L.3
Wilson, T.W.4
-
10
-
-
72449186422
-
-
See also footnote 13 in ref 11.
-
(b) See also footnote 13 in ref 11.
-
-
-
-
11
-
-
50249134990
-
-
For a comprehensive overview, see: Denmark, S. E.; Beutner, G. L. Angew. Chem., Int. Ed. 2008, 47, 1560.
-
(2008)
Angew. Chem., Int. Ed.
, vol.47
, pp. 1560
-
-
Denmark, S.E.1
Beutner, G.L.2
-
12
-
-
84891036468
-
Chiral Lewis bases as catalysts
-
Dalko, P. I., Ed.; Wiley-VCH: Weinheim
-
For overviews, see: (a) Kočovský, P.; Malkov, A. V. Chiral Lewis Bases as Catalysts. In Enantioselective Organocatalysis; Dalko, P. I., Ed.; Wiley-VCH: Weinheim, 2007; p 255.
-
(2007)
Enantioselective Organocatalysis
, pp. 255
-
-
Kočovský, P.1
Malkov, A.V.2
-
14
-
-
0035900958
-
-
(b) Tao, B.; Lo, M. M.-C; Fu, G. C. J. Am. Chem. Soc. 2001, 123, 353.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 353
-
-
Tao, B.1
Lo, M.M.-C.2
Fu, G.C.3
-
15
-
-
57149089914
-
-
Takenaka, N.; Sarangthem, R. S.; Captain, B. Angew. Chem., Int. Ed. 2008, 47, 9708.
-
(2008)
Angew. Chem., Int. Ed.
, vol.47
, pp. 9708
-
-
Takenaka, N.1
Sarangthem, R.S.2
Captain, B.3
-
16
-
-
0037010822
-
-
(a) Nakajima. M.; Saito, M.; Uemura, M.; Hashimoto, S. Tetrahedron Lett. 2002, 43, 8827.
-
(2002)
Tetrahedron Lett.
, vol.43
, pp. 8827
-
-
Nakajima, M.1
Saito, M.2
Uemura, M.3
Hashimoto, S.4
-
17
-
-
23044454255
-
-
(b) Tokuoka, E.; Kotani, S.; Matsunaga, H.; Ishizuka, T.; Hashimoto. S.; Nakajima, M. Tetrahedron: Asymmetry 2005, 16, 2391.
-
(2005)
Tetrahedron: Asymmetry
, vol.16
, pp. 2391
-
-
Tokuoka, E.1
Kotani, S.2
Matsunaga, H.3
Ishizuka, T.4
Hashimoto, S.5
Nakajima, M.6
-
18
-
-
68049088920
-
-
For the most recent application of axially chiral allene-derived phosphine oxides, see: (c) Pu, X.; Qi, X.; Ready. J. M. J. Am. Chem. Soc. 2009, 131, 10364.
-
(2009)
J. Am. Chem. Soc.
, vol.131
, pp. 10364
-
-
Pu, X.1
Qi, X.2
Ready, J.M.3
-
19
-
-
0037617920
-
-
(a) Paek, S. H.; Shim, S. C.; Cho, C S.; Kim, T.-J. Synlett 2003, 849.
-
(2003)
Synlett
, pp. 849
-
-
Paek, S.H.1
Shim, S.C.2
Cho, C.S.3
Kim, T.-J.4
-
20
-
-
45649083229
-
-
(b) Chelucci. G.; Baldino, S.; Pinna, G. A.; Benaglia, M.; Buffa, L.; Guizzetti, S. Tetrahedron 2008, 64, 7574.
-
(2008)
Tetrahedron
, vol.64
, pp. 7574
-
-
Chelucci, G.1
Baldino, S.2
Pinna, G.A.3
Benaglia, M.4
Buffa, L.5
Guizzetti, S.6
-
22
-
-
0001056484
-
-
(a) Malkov, A. V.; Orsini, M.; Pernazza, D.; Muir, K. W.; Langer, V.; Meghani, P.; Kočovský, P. Org. Lett. 2002, 4, 1047.
-
(2002)
Org. Lett.
, vol.4
, pp. 1047
-
-
Malkov, A.V.1
Orsini, M.2
Pernazza, D.3
Muir, K.W.4
Langer, V.5
Meghani, P.6
Kočovský, P.7
-
23
-
-
0345529029
-
-
(b) Malkov, A. V.; Bell, M.; Orsini, M.; Pernazza, D.; Massa, A.; Herrmann, P.; Meghani. P.; Kočovský, P. J. Org. Chem. 2003, 68, 9659.
-
(2003)
J. Org. Chem.
, vol.68
, pp. 9659
-
-
Malkov, A.V.1
Bell, M.2
Orsini, M.3
Pernazza, D.4
Massa, A.5
Herrmann, P.6
Meghani, P.7
Kočovský, P.8
-
24
-
-
0035907824
-
-
For a correction of erroneous reports, see: Denmark, S. E.; Wynn, T.; Jellerichs, B. Angew. Chem., Int. Ed. 2001, 40, 2255.
-
(2001)
Angew. Chem., Int. Ed.
, vol.40
, pp. 2255
-
-
Denmark, S.E.1
Wynn, T.2
Jellerichs, B.3
-
25
-
-
72449161437
-
-
The absolute configuration of chlorohydrins 10 is unknown; the formulae shown here merely represent an arbitrarily chosen enantiomer.
-
(a) The absolute configuration of chlorohydrins 10 is unknown; the formulae shown here merely represent an arbitrarily chosen enantiomer.
-
-
-
-
26
-
-
72449195567
-
-
19F NMR analysis of the corresponding Mosher's esters, as most of the chlorohydrins 10 (except 10c) proved difficult to separate by chiral chromatography.
-
19F NMR analysis of the corresponding Mosher's esters, as most of the chlorohydrins 10 (except 10c) proved difficult to separate by chiral chromatography.
-
-
-
-
27
-
-
72449149017
-
-
1H NMR spectra of the crude products, which excludes a possible ee amplification during this derivatization.
-
1H NMR spectra of the crude products, which excludes a possible ee amplification during this derivatization.
-
-
-
-
28
-
-
72449134643
-
-
The enantiopurity of Mosher's acid was independently verified to be >99% ee (see the Supporting Information).
-
The enantiopurity of Mosher's acid was independently verified to be >99% ee (see the Supporting Information).
-
-
-
-
29
-
-
72449137939
-
-
Chiral GC analysis of the trifluoroacetate derived from 10c revealed 87% ee, which is in good agreement with the the value obtained by the Mosher method (90% ee).
-
Chiral GC analysis of the trifluoroacetate derived from 10c revealed 87% ee, which is in good agreement with the the value obtained by the Mosher method (90% ee).
-
-
-
-
30
-
-
23044461118
-
-
(a) Malkov, A. V.; Bell, M.; Castelluzzo, F.; Kočovský, P. Org. Lett. 2005, 7, 3219.
-
(2005)
Org. Lett.
, vol.7
, pp. 3219
-
-
Malkov, A.V.1
Bell, M.2
Castelluzzo, F.3
Kočovský, P.4
-
31
-
-
60749116598
-
-
(b) Malkov, A. V.; Kabeshov, M. A.; Barłog, M.; Kočovský, P. Chem.-Eur. J. 2009, 15, 1570.
-
(2009)
Chem.-eur. J.
, vol.15
, pp. 1570
-
-
Malkov, A.V.1
Kabeshov, M.A.2
Barłog, M.3
Kočovský, P.4
-
32
-
-
72449165725
-
-
note
-
8).
-
-
-
-
34
-
-
56349094487
-
-
(b) Loreto, M. A.; Pellacani, L.; Tardella, P. A. Synth. Commun. 1981, 11, 287.
-
(1981)
Synth. Commun.
, vol.11
, pp. 287
-
-
Loreto, M.A.1
Pellacani, L.2
Tardella, P.A.3
-
35
-
-
0008985052
-
-
(c) Gargaro, G.; Loreto, M. A.; Pellacani, L.; Tardella, P. A. J. Org. Chem. 1983, 48, 2043.
-
(1983)
J. Org. Chem.
, vol.48
, pp. 2043
-
-
Gargaro, G.1
Loreto, M.A.2
Pellacani, L.3
Tardella, P.A.4
-
38
-
-
0000542506
-
-
but differ from those recorded for the vicinal chlorohydrin (also described by Waegell)
-
13c However, he formulated the product as a vicinal chlorohydrin, which is apparently incorrect, as revealed by his NMR spectra that are compatible with those for 11 (as reported here and by Waegell: Chauvet, F.: Heumann, A.; Waegell, B. J. Org. Chem. 1987, 52, 1916.) but differ from those recorded for the vicinal chlorohydrin (also described by Waegell)
-
(1987)
J. Org. Chem.
, vol.52
, pp. 1916
-
-
Chauvet, F.1
Heumann, A.2
Waegell, B.3
|