-
2
-
-
0000535353
-
-
See, for example: A. Togni, L. M. Venanzi, Angew. Chem. 1994, 106, 517; Angew. Chem. Int. Ed. Engl. 1994, 33, 497.
-
(1994)
Angew. Chem.
, vol.106
, pp. 517
-
-
Togni, A.1
Venanzi, L.M.2
-
3
-
-
33748222603
-
-
See, for example: A. Togni, L. M. Venanzi, Angew. Chem. 1994, 106, 517; Angew. Chem. Int. Ed. Engl. 1994, 33, 497.
-
(1994)
Angew. Chem. Int. Ed. Engl.
, vol.33
, pp. 497
-
-
-
4
-
-
0000341815
-
-
For an excellent recent review, see: a) D. Lucet, T. Le Gall, C. Mioskowski, Angew. Chem. 1998, 110, 2724; Angew. Chem. Int. Ed. 1998, 37, 2581, and references therein;
-
(1998)
Angew. Chem.
, vol.110
, pp. 2724
-
-
Lucet, D.1
Le Gall, T.2
Mioskowski, C.3
-
5
-
-
0000287240
-
-
and references therein
-
For an excellent recent review, see: a) D. Lucet, T. Le Gall, C. Mioskowski, Angew. Chem. 1998, 110, 2724; Angew. Chem. Int. Ed. 1998, 37, 2581, and references therein;
-
(1998)
Angew. Chem. Int. Ed.
, vol.37
, pp. 2581
-
-
-
8
-
-
0037013949
-
-
d) P. Saravanan, A. Bisai, S. Baktharaman, M. Chandrasekhar, V. K. Singh, Tetrahedron 2002, 58, 4693.
-
(2002)
Tetrahedron
, vol.58
, pp. 4693
-
-
Saravanan, P.1
Bisai, A.2
Baktharaman, S.3
Chandrasekhar, M.4
Singh, V.K.5
-
9
-
-
0030031028
-
-
and references therein
-
For some impressive contributions, see: a) D. Enders, R. Schiffers, Synthesis 1996, 53, and references therein;
-
(1996)
Synthesis
, pp. 53
-
-
Enders, D.1
Schiffers, R.2
-
10
-
-
0000683974
-
-
b) K. Yamada, S. J. Harwood, H. Gröger, M. Shibasaki, Angew. Chem. 1999, 111, 3713; Angew. Chem. Int. Ed. 1999, 38, 3504.
-
(1999)
Angew. Chem.
, vol.111
, pp. 3713
-
-
Yamada, K.1
Harwood, S.J.2
Gröger, H.3
Shibasaki, M.4
-
11
-
-
0033521210
-
-
b) K. Yamada, S. J. Harwood, H. Gröger, M. Shibasaki, Angew. Chem. 1999, 111, 3713; Angew. Chem. Int. Ed. 1999, 38, 3504.
-
(1999)
Angew. Chem. Int. Ed.
, vol.38
, pp. 3504
-
-
-
12
-
-
0004777315
-
-
a) G. Buono, C. Triantaphylides, G. Peiffer, F. Petit, Synthesis 1982, 1030;
-
(1982)
Synthesis
, pp. 1030
-
-
Buono, G.1
Triantaphylides, C.2
Peiffer, G.3
Petit, F.4
-
13
-
-
0022375504
-
-
b) H. Brunner, M. Schmidt, G. Unger, H. Schönenberger, Eur. J. Med. Chem. 1985, 20, 509;
-
(1985)
Eur. J. Med. Chem.
, vol.20
, pp. 509
-
-
Brunner, H.1
Schmidt, M.2
Unger, G.3
Schönenberger, H.4
-
14
-
-
0027411133
-
-
c) B. E. Rossiter, M. Eguchi, G. Miao, N. M. Swingle, A. E. Hernández, D. Vickers, E. Fluckiger, R. G. Patterson, K. V. Reddy, Tetrahedron 1993, 49, 965.
-
(1993)
Tetrahedron
, vol.49
, pp. 965
-
-
Rossiter, B.E.1
Eguchi, M.2
Miao, G.3
Swingle, N.M.4
Hernández, A.E.5
Vickers, D.6
Fluckiger, E.7
Patterson, R.G.8
Reddy, K.V.9
-
15
-
-
0034602345
-
-
and references therein
-
For recent examples, see: a) G. Guillena, C. Nájera, J. Org. Chem. 2000, 65, 7310, and references therein;
-
(2000)
J. Org. Chem.
, vol.65
, pp. 7310
-
-
Guillena, G.1
Nájera, C.2
-
17
-
-
0033554053
-
-
For the synthetic utility of this type of ammonium salts as chiral phase-transfer catalysts, see: a) T. Ooi, M. Kameda, K. Maruoka, J. Am. Chem. Soc. 1999, 121, 6519;
-
(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 6519
-
-
Ooi, T.1
Kameda, M.2
Maruoka, K.3
-
18
-
-
0034738068
-
-
b) T. Ooi, M. Takeuchi, M. Kameda, K. Maruoka, J. Am. Chem. Soc. 2000, 122, 5228;
-
(2000)
J. Am. Chem. Soc.
, vol.122
, pp. 5228
-
-
Ooi, T.1
Takeuchi, M.2
Kameda, M.3
Maruoka, K.4
-
19
-
-
0034699788
-
-
c) T. Ooi, M. Kameda, H. Tannai, K. Maruoka, Tetrahedron Lett. 2000, 41, 8339;
-
(2000)
Tetrahedron Lett.
, vol.41
, pp. 8339
-
-
Ooi, T.1
Kameda, M.2
Tannai, H.3
Maruoka, K.4
-
21
-
-
0000897805
-
-
e) T. Ooi, Y. Uematsu, M. Kameda, K. Maruoka, Angew. Chem. 2002, 114, 1621; Angew. Chem. Int. Ed. 2002, 41, 1551;
-
(2002)
Angew. Chem.
, vol.114
, pp. 1621
-
-
Ooi, T.1
Uematsu, Y.2
Kameda, M.3
Maruoka, K.4
-
22
-
-
0037012716
-
-
e) T. Ooi, Y. Uematsu, M. Kameda, K. Maruoka, Angew. Chem. 2002, 114, 1621; Angew. Chem. Int. Ed. 2002, 41, 1551;
-
(2002)
Angew. Chem. Int. Ed.
, vol.41
, pp. 1551
-
-
-
23
-
-
0037014709
-
-
f) T. Ooi, M. Takahashi, K. Doda, K. Maruoka, J. Am. Chem. Soc. 2002, 124, 7640;
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 7640
-
-
Ooi, T.1
Takahashi, M.2
Doda, K.3
Maruoka, K.4
-
24
-
-
0042349914
-
-
g) T. Ooi, M. Taniguchi, M. Kameda, K. Maruoka, Angew. Chem. 2002, 114, 4724; Angew. Chem. Int. Ed. 2002, 41, 4542;
-
(2002)
Angew. Chem.
, vol.114
, pp. 4724
-
-
Ooi, T.1
Taniguchi, M.2
Kameda, M.3
Maruoka, K.4
-
25
-
-
0037011290
-
-
g) T. Ooi, M. Taniguchi, M. Kameda, K. Maruoka, Angew. Chem. 2002, 114, 4724; Angew. Chem. Int. Ed. 2002, 41, 4542;
-
(2002)
Angew. Chem. Int. Ed.
, vol.41
, pp. 4542
-
-
-
26
-
-
0042850929
-
-
h) T. Ooi, E. Tayama, K. Maruoka, Angew. Chem. 2003, 115, 599; Angew. Chem. Int. Ed. 2003, 42, 579.
-
(2003)
Angew. Chem.
, vol.115
, pp. 599
-
-
Ooi, T.1
Tayama, E.2
Maruoka, K.3
-
27
-
-
0037415764
-
-
h) T. Ooi, E. Tayama, K. Maruoka, Angew. Chem. 2003, 115, 599; Angew. Chem. Int. Ed. 2003, 42, 579.
-
(2003)
Angew. Chem. Int. Ed.
, vol.42
, pp. 579
-
-
-
28
-
-
0033859136
-
-
For excellent reviews on the use of Schiff bases of glycine derivatives, see: a) T. Abellán, R. Chinchilla, N. Galindo, G. Guillena, C. Nájera, J. M. Sansano, Eur. J. Org. Chem. 2000, 2689;
-
(2000)
Eur. J. Org. Chem.
, pp. 2689
-
-
Abellán, T.1
Chinchilla, R.2
Galindo, N.3
Guillena, G.4
Nájera, C.5
Sansano, J.M.6
-
30
-
-
20244374858
-
-
note
-
Cyclopentyl methyl ether, kindly supplied by Zeon Corporation, Japan, has a higher boiling point (106 °C) than tert-butyl methyl ether. Both ethers are regarded as a potential substitute for diethyl ether.
-
-
-
-
31
-
-
20244373972
-
-
note
-
No loss of enantiomeric excess was observed, as determined by HPLC analysis.
-
-
-
-
32
-
-
0001306489
-
-
The catalytic enantioselective preparation of α-amino acid derivatives that contain a tertiary β carbon atom from glycine anion equivalents is commonly regarded as extremely difficult. For a diastereoselective approach, see: a) J. M. McIntosh, R. K. Leavitt, P. Mishra, K. C. Cassidy, J. E. Drake, R. Chadha, J. Org. Chem. 1988, 53, 1947;
-
(1988)
J. Org. Chem.
, vol.53
, pp. 1947
-
-
McIntosh, J.M.1
Leavitt, R.K.2
Mishra, P.3
Cassidy, K.C.4
Drake, J.E.5
Chadha, R.6
-
33
-
-
0028596355
-
-
b) W. Oppolzer, R. Moretti, C. Zhou, Helv. Chim. Acta 1994, 77, 2363;
-
(1994)
Helv. Chim. Acta
, vol.77
, pp. 2363
-
-
Oppolzer, W.1
Moretti, R.2
Zhou, C.3
-
35
-
-
0034992422
-
-
d) S. D. Bull, S. G. Davies, A. C. Garner, N. Mujtaba, Synlett 2001, 781.
-
(2001)
Synlett
, pp. 781
-
-
Bull, S.D.1
Davies, S.G.2
Garner, A.C.3
Mujtaba, N.4
-
36
-
-
0001631775
-
-
11a] an extra reaction step is sometimes necessary, for example, alkylation with a reactive secondary allylic halide and subsequent reduction; see: e) J. M. McIntosh, R. K. Leavitt, Tetrahedron Lett. 1986, 27, 3839.
-
(1986)
Tetrahedron Lett.
, vol.27
, pp. 3839
-
-
McIntosh, J.M.1
Leavitt, R.K.2
-
37
-
-
0037077616
-
-
An alternative solution to this long-standing problem is based on elegant boron alkylation chemistry: M. J. O'Donnell, M. D. Drew, J. T. Cooper, F. Delgado, C. Zhou, J. Am. Chem. Soc. 2002, 124, 9348;
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 9348
-
-
O'Donnell, M.J.1
Drew, M.D.2
Cooper, J.T.3
Delgado, F.4
Zhou, C.5
-
38
-
-
0037420357
-
-
see also: M. J. O'Donnell, J. T. Cooper, M. M. Mader, J. Am. Chem. Soc. 2003, 125, 2370.
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 2370
-
-
O'Donnell, M.J.1
Cooper, J.T.2
Mader, M.M.3
-
39
-
-
20244368702
-
-
note
-
2 as the solvent at -78°C to -40°C did not lead to the formation of the product, and 2b (R=iPr) was obtained in approximately 23 % yield, although with only 7 % ee, after 5 h at -20°C.
-
-
-
-
40
-
-
20244362106
-
-
note
-
The absolute configuration of the product 8 was determined to be R by X-ray crystallographic analysis after conversion into a dipeptide with N-benzyloxycarbonyl-L-alanine; see Supporting Information.
-
-
-
-
41
-
-
0029855561
-
-
For the importance of optically active α-amino amides, see, for example: a) A. Rockwell, M. Melden, R. A. Copeland, K. Hardman, C. P. Decicco, W. F. DeGrado, J. Am. Chem. Soc. 1996, 118, 10337;
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 10337
-
-
Rockwell, A.1
Melden, M.2
Copeland, R.A.3
Hardman, K.4
Decicco, C.P.5
DeGrado, W.F.6
-
43
-
-
0033539053
-
-
c) G. Liu, N. S. Kozmina, M. Winn, T. W. von Geldern, W. J. Chiou, D. B. Dixon, B. Nguyen, K. C. Marsh, T. J. Opgenorth, J. Med. Chem. 1999, 42, 3679;
-
(1999)
J. Med. Chem.
, vol.42
, pp. 3679
-
-
Liu, G.1
Kozmina, N.S.2
Winn, M.3
Von Geldern, T.W.4
Chiou, W.J.5
Dixon, D.B.6
Nguyen, B.7
Marsh, K.C.8
Opgenorth, T.J.9
-
44
-
-
0035952287
-
-
d) M. J. Fray, M. F. Burslem, R. P. Dickinson, Bioorg. Med. Chem. Lett. 2001, 11, 567.
-
(2001)
Bioorg. Med. Chem. Lett.
, vol.11
, pp. 567
-
-
Fray, M.J.1
Burslem, M.F.2
Dickinson, R.P.3
-
45
-
-
0000234063
-
-
E. J. Corey, F. Xu, M. C. Noe, J. Am. Chem. Soc. 1997, 119, 12414.
-
(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 12414
-
-
Corey, E.J.1
Xu, F.2
Noe, M.C.3
|