-
1
-
-
0003693460
-
-
For reviews on β-amino acid synthesis, see: a, Ed, E. Juaristi, Wiley-VCH, New York
-
For reviews on β-amino acid synthesis, see: a) Enantioselective Synthesis of β-Amino Acids (Ed.: E. Juaristi), Wiley-VCH, New York, 1997;
-
(1997)
Enantioselective Synthesis of β-Amino Acids
-
-
-
2
-
-
84886427213
-
-
2nd ed, Eds, E. Juaristi, V. Soloshonok, Wiley, Hoboken
-
b) Enantioselective Synthesis of β-Amino Acids, 2nd ed. (Eds.: E. Juaristi, V. Soloshonok), Wiley, Hoboken, 2005;
-
(2005)
Enantioselective Synthesis of β-Amino Acids
-
-
-
6
-
-
53549088412
-
-
For reviews on the medicinal uses of β-amino acids, see: a T. C. Boge, G. I. Georg in ref. [1a], pp. 1-43;
-
For reviews on the medicinal uses of β-amino acids, see: a) T. C. Boge, G. I. Georg in ref. [1a], pp. 1-43;
-
-
-
-
7
-
-
53549110071
-
-
J. Tamariz in ref. [1a], pp. 45-66;
-
b) J. Tamariz in ref. [1a], pp. 45-66;
-
-
-
-
9
-
-
0038688570
-
-
Ed, B. Weinstein, Marcel Dekker, New York
-
C. N. C. Drey in Chemistry and Biochemistry of Amino Acids, Peptides, and Proteins, Vol. 4 (Ed.: B. Weinstein), Marcel Dekker, New York, 1977, pp. 242-299.
-
(1977)
Chemistry and Biochemistry of Amino Acids, Peptides, and Proteins
, vol.4
, pp. 242-299
-
-
Drey, C.N.C.1
-
10
-
-
24344438618
-
-
a) B. Geueke, K. Namoto, D. Seebach, H.-P. E. Kohler, J. Bacteriol. 2005, 187, 5910-5917;
-
(2005)
J. Bacteriol
, vol.187
, pp. 5910-5917
-
-
Geueke, B.1
Namoto, K.2
Seebach, D.3
Kohler, H.-P.E.4
-
11
-
-
20444476198
-
-
b) B. Geueke, K. Namoto, I. Agarkova, J.-C. Perriard, H.-P. E. Kohler, D. Seebach, ChemBioChem 2005, 6, 982-985;
-
(2005)
ChemBioChem
, vol.6
, pp. 982-985
-
-
Geueke, B.1
Namoto, K.2
Agarkova, I.3
Perriard, J.-C.4
Kohler, H.-P.E.5
Seebach, D.6
-
12
-
-
0042305011
-
-
c) D. Seebach, L. Schaeffer, F. Gessier, P. Bindschädler, C. Jäger, D. Josien, S. Kopp, G. Lelais, Y. R. Mahajan, P. Micuch, R. Sebesta, B. W. Schweizer, Helv. Chim. Acta 2003, 86, 1852-1861;
-
(2003)
Helv. Chim. Acta
, vol.86
, pp. 1852-1861
-
-
Seebach, D.1
Schaeffer, L.2
Gessier, F.3
Bindschädler, P.4
Jäger, C.5
Josien, D.6
Kopp, S.7
Lelais, G.8
Mahajan, Y.R.9
Micuch, P.10
Sebesta, R.11
Schweizer, B.W.12
-
13
-
-
0032415878
-
-
d) S. Abele, G. Guichard, D. Seebach, Helv. Chim. Acta 1998, 81, 2141-2156;
-
(1998)
Helv. Chim. Acta
, vol.81
, pp. 2141-2156
-
-
Abele, S.1
Guichard, G.2
Seebach, D.3
-
14
-
-
0000333938
-
-
e) G. Guichard, S. Abele, D. Seebach, Helv. Chim. Acta 1998, 81, 187-206.
-
(1998)
Helv. Chim. Acta
, vol.81
, pp. 187-206
-
-
Guichard, G.1
Abele, S.2
Seebach, D.3
-
15
-
-
34247102797
-
-
a) W. S. Horne, J. L. Price, J. L. Keck, S. H. Gellman, J. Am. Chem. Soc. 2007, 129, 4178-4180;
-
(2007)
J. Am. Chem. Soc
, vol.129
, pp. 4178-4180
-
-
Horne, W.S.1
Price, J.L.2
Keck, J.L.3
Gellman, S.H.4
-
16
-
-
33846042156
-
-
b) J. D. Sadowsky, W. D. Fairlie, E. B. Hadley, H.-S. Lee, N. Umezawa, Z. Nikolovska-Coleska, S. Wang, D. C. S. Huang, Y. Tomita, S. H. Gellman, J. Am. Chem. Soc. 2007, 129, 139-154;
-
(2007)
J. Am. Chem. Soc
, vol.129
, pp. 139-154
-
-
Sadowsky, J.D.1
Fairlie, W.D.2
Hadley, E.B.3
Lee, H.-S.4
Umezawa, N.5
Nikolovska-Coleska, Z.6
Wang, S.7
Huang, D.C.S.8
Tomita, Y.9
Gellman, S.H.10
-
18
-
-
0242515860
-
-
d) H. S. Lee, J. S. Park, B. M. Kim, S. H. Gellman, J. Org. Chem. 2003, 68, 1575-1578;
-
(2003)
J. Org. Chem
, vol.68
, pp. 1575-1578
-
-
Lee, H.S.1
Park, J.S.2
Kim, B.M.3
Gellman, S.H.4
-
19
-
-
0346665667
-
-
e) T. L. Raguse, J. R. Lai, S. H. Gellman, Helv. Chim. Acta 2002, 85, 4154-4164.
-
(2002)
Helv. Chim. Acta
, vol.85
, pp. 4154-4164
-
-
Raguse, T.L.1
Lai, J.R.2
Gellman, S.H.3
-
20
-
-
33646511310
-
-
J. Song, Y. Wang, L. Deng, J. Am. Chem. Soc. 2006, 128, 6048-6049.
-
(2006)
J. Am. Chem. Soc
, vol.128
, pp. 6048-6049
-
-
Song, J.1
Wang, Y.2
Deng, L.3
-
21
-
-
3042825147
-
-
D. Gray, C. Concellon, T. Gallagher, J. Org. Chem. 2004, 69, 4849-4851.
-
(2004)
J. Org. Chem
, vol.69
, pp. 4849-4851
-
-
Gray, D.1
Concellon, C.2
Gallagher, T.3
-
23
-
-
17644402745
-
-
A. A. Fuller, B. Chen, A. R. Minter, A. K. Mapp, J. Am. Chem. Soc. 2005, 127, 5376-5383.
-
(2005)
J. Am. Chem. Soc
, vol.127
, pp. 5376-5383
-
-
Fuller, A.A.1
Chen, B.2
Minter, A.R.3
Mapp, A.K.4
-
26
-
-
33845991500
-
-
For examples, see: a
-
For examples, see: a) X.-G. Li, T. Kanerva, Org. Lett. 2006, 8, 5593-5596;
-
(2006)
Org. Lett
, vol.8
, pp. 5593-5596
-
-
Li, X.-G.1
Kanerva, T.2
-
28
-
-
33744786759
-
-
c) E. Forró, T. Paal, G. Tasnadi, F. Fulop, Adv. Synth. Catal. 2006, 348, 917-923.
-
(2006)
Adv. Synth. Catal
, vol.348
, pp. 917-923
-
-
Forró, E.1
Paal, T.2
Tasnadi, G.3
Fulop, F.4
-
29
-
-
9244234076
-
-
For a review, see
-
For a review, see: J. A. Ma, Angew. Chem. 2003, 115, 4426-4435;
-
(2003)
Angew. Chem
, vol.115
, pp. 4426-4435
-
-
Ma, J.A.1
-
30
-
-
0141869057
-
-
Angew. Chem. Int. Ed. 2003, 42, 4290-4299.
-
(2003)
Angew. Chem. Int. Ed
, vol.42
, pp. 4290-4299
-
-
-
31
-
-
33846104860
-
-
For examples, see: a
-
For examples, see: a) R. Hoen, T. Tiemersma-Wegman, B. Procuranti, L. Lefort, J. G. de Vries, A. J. Minnaard, B. L. Feringa, Org. Biomol. Chem. 2007, 5, 267-275;
-
(2007)
Org. Biomol. Chem
, vol.5
, pp. 267-275
-
-
Hoen, R.1
Tiemersma-Wegman, T.2
Procuranti, B.3
Lefort, L.4
de Vries, J.G.5
Minnaard, A.J.6
Feringa, B.L.7
-
32
-
-
33646677236
-
-
b) L. Qiu, F. Y. Kwong, J. Wu, W. H. Lam, S. Chan, W.-Y. Yu, Y.-M. Li, R. Guo, Z. Zhou, A. S. C. Chan, J. Am. Chem. Soc. 2006, 128, 5955-5965;
-
(2006)
J. Am. Chem. Soc
, vol.128
, pp. 5955-5965
-
-
Qiu, L.1
Kwong, F.Y.2
Wu, J.3
Lam, W.H.4
Chan, S.5
Yu, W.-Y.6
Li, Y.-M.7
Guo, R.8
Zhou, Z.9
Chan, A.S.C.10
-
33
-
-
33746925195
-
-
c) H. Huang, X. Liu, J. Deng, M. Qiu, Z. Zheng, Org. Lett. 2006, 8, 3359-3362;
-
(2006)
Org. Lett
, vol.8
, pp. 3359-3362
-
-
Huang, H.1
Liu, X.2
Deng, J.3
Qiu, M.4
Zheng, Z.5
-
36
-
-
4043110495
-
-
f) Y. Hsiao, N. R. Rivera, T. Rosner, S. W. Krska, E. Njolito, F. Wang, Y. Sun, J. D. Armstrong III, E. J. J. Grabowski, R. D. Tillyer, F. Spindler, C. Malan, J. Am. Chem. Soc. 2004, 126, 9918-9919.
-
(2004)
J. Am. Chem. Soc
, vol.126
, pp. 9918-9919
-
-
Hsiao, Y.1
Rivera, N.R.2
Rosner, T.3
Krska, S.W.4
Njolito, E.5
Wang, F.6
Sun, Y.7
Armstrong III, J.D.8
Grabowski, E.J.J.9
Tillyer, R.D.10
Spindler, F.11
Malan, C.12
-
37
-
-
34447125205
-
-
a) T. L. Church, C. M. Byrne, E. B. Lobkovsky, G. W. Coates, J. Am. Chem. Soc. 2007, 129, 8156-8162;
-
(2007)
J. Am. Chem. Soc
, vol.129
, pp. 8156-8162
-
-
Church, T.L.1
Byrne, C.M.2
Lobkovsky, E.B.3
Coates, G.W.4
-
38
-
-
33747010695
-
-
b) T. L. Church, Y. D. Y. L. Getzler, G. W. Coates, J. Am. Chem. Soc. 2006, 128, 10125-10133;
-
(2006)
J. Am. Chem. Soc
, vol.128
, pp. 10125-10133
-
-
Church, T.L.1
Getzler, Y.D.Y.L.2
Coates, G.W.3
-
39
-
-
23844542414
-
-
c) J. A. R. Schmidt, E. B. Lobkovsky, G. W. Coates, J. Am. Chem. Soc. 2005, 127, 11426-11435;
-
(2005)
J. Am. Chem. Soc
, vol.127
, pp. 11426-11435
-
-
Schmidt, J.A.R.1
Lobkovsky, E.B.2
Coates, G.W.3
-
40
-
-
0037138649
-
-
d) Y. D. Y. L. Getzler, V. Mahadevan, E. B. Lobkovsky, G. W. Coates, J. Am. Chem. Soc. 2002, 124, 1174-1175;
-
(2002)
J. Am. Chem. Soc
, vol.124
, pp. 1174-1175
-
-
Getzler, Y.D.Y.L.1
Mahadevan, V.2
Lobkovsky, E.B.3
Coates, G.W.4
-
41
-
-
1342285527
-
-
e) J. A. R. Schmidt, V. Mahadevan, Y. D. Y. L. Getzler, G. W. Coates, Org. Lett. 2004, 6, 373-376;
-
(2004)
Org. Lett
, vol.6
, pp. 373-376
-
-
Schmidt, J.A.R.1
Mahadevan, V.2
Getzler, Y.D.Y.L.3
Coates, G.W.4
-
42
-
-
0012257773
-
-
f) V. Mahadevan, Y. D. Y. L. Getzler, G. W. Coates, Angew. Chem. 2002, 114, 2905-2908;
-
(2002)
Angew. Chem
, vol.114
, pp. 2905-2908
-
-
Mahadevan, V.1
Getzler, Y.D.Y.L.2
Coates, G.W.3
-
43
-
-
0037008572
-
-
Angew. Chem. Int. Ed. 2002, 41, 2781-2784;
-
(2002)
Angew. Chem. Int. Ed
, vol.41
, pp. 2781-2784
-
-
-
44
-
-
3042813865
-
-
g) Y. D. Y. L. Getzler, V. Kundnani, E. B. Lobkovsky, G. W. Coates, J. Am. Chem. Soc. 2004, 126, 6842-6843;
-
(2004)
J. Am. Chem. Soc
, vol.126
, pp. 6842-6843
-
-
Getzler, Y.D.Y.L.1
Kundnani, V.2
Lobkovsky, E.B.3
Coates, G.W.4
-
45
-
-
33748590526
-
-
h) J. W. Kramer, E. B. Lobkovsky, G. W. Coates, Org. Lett. 2006, 8, 3709-3712;
-
(2006)
Org. Lett
, vol.8
, pp. 3709-3712
-
-
Kramer, J.W.1
Lobkovsky, E.B.2
Coates, G.W.3
-
46
-
-
34247510108
-
-
i) J. M. Rowley, E. B. Lobkovsky, G. W. Coates, J. Am. Chem. Soc. 2007, 129, 4948-4960.
-
(2007)
J. Am. Chem. Soc
, vol.129
, pp. 4948-4960
-
-
Rowley, J.M.1
Lobkovsky, E.B.2
Coates, G.W.3
-
48
-
-
14344258634
-
-
b) H. Xu, J. A. Gladding, L. Jia, Inorg. Chim. Acta 2004, 357, 4024-4028.
-
(2004)
Inorg. Chim. Acta
, vol.357
, pp. 4024-4028
-
-
Xu, H.1
Gladding, J.A.2
Jia, L.3
-
49
-
-
18844369690
-
-
Ed, D. C. Palmer, Wiley, Hoboken
-
G. S. K. Wong, W. Wu in The Chemistry of Heterocyclic Compounds, Vol. 60 (Ed.: D. C. Palmer), Wiley, Hoboken, 2004, pp. 331-524.
-
(2004)
The Chemistry of Heterocyclic Compounds
, vol.60
, pp. 331-524
-
-
Wong, G.S.K.1
Wu, W.2
-
50
-
-
53549086493
-
-
See Supporting Information
-
See Supporting Information.
-
-
-
-
51
-
-
0348115487
-
-
a) T. Murai, S. Kato, S. Murai, T. Toki, S. Suzuki, N. Sonoda, J. Am. Chem. Soc. 1984, 106, 6093-6095;
-
(1984)
J. Am. Chem. Soc
, vol.106
, pp. 6093-6095
-
-
Murai, T.1
Kato, S.2
Murai, S.3
Toki, T.4
Suzuki, S.5
Sonoda, N.6
-
52
-
-
1542769689
-
-
b) T. Murai, K. Furuta, S. Kato, S. Murai, N. Sonoda, J. Organomet. Chem. 1986, 302, 249-254;
-
(1986)
J. Organomet. Chem
, vol.302
, pp. 249-254
-
-
Murai, T.1
Furuta, K.2
Kato, S.3
Murai, S.4
Sonoda, N.5
-
53
-
-
1542769690
-
-
c) N. Chatani, T. Sano, K. Ohe, Y. Kawasaki, S. Murai, J. Org. Chem. 1990, 55, 5923-5924.
-
(1990)
J. Org. Chem
, vol.55
, pp. 5923-5924
-
-
Chatani, N.1
Sano, T.2
Ohe, K.3
Kawasaki, Y.4
Murai, S.5
-
56
-
-
33845374718
-
-
b) N. Chatani, S. Fujii, Y. Yamasaki, S. Murai, N. Sonoda, J. Am. Chem. Soc. 1986, 108, 7361-7373;
-
(1986)
J. Am. Chem. Soc
, vol.108
, pp. 7361-7373
-
-
Chatani, N.1
Fujii, S.2
Yamasaki, Y.3
Murai, S.4
Sonoda, N.5
-
57
-
-
1542769700
-
-
c) T. Murai, Y. Hatayama, S. Murai, N. Sonoda, Organometallics 1983, 2, 1883-1885.
-
(1983)
Organometallics
, vol.2
, pp. 1883-1885
-
-
Murai, T.1
Hatayama, Y.2
Murai, S.3
Sonoda, N.4
-
58
-
-
0000744799
-
-
4] has been reported: a) R. J. Klingler, J. W. Rathke, J. Am. Chem. Soc. 1994, 116, 4772-4785;
-
4] has been reported: a) R. J. Klingler, J. W. Rathke, J. Am. Chem. Soc. 1994, 116, 4772-4785;
-
-
-
-
59
-
-
0036235463
-
-
b) M. Bianchi, P. Frediani, F. Piacenti, L. Rosi, A. Salvini, Eur. J. Inorg. Chem. 2002, 1155-1161.
-
(2002)
Eur. J. Inorg. Chem
, pp. 1155-1161
-
-
Bianchi, M.1
Frediani, P.2
Piacenti, F.3
Rosi, L.4
Salvini, A.5
-
60
-
-
53549113701
-
-
8] is well documented: J. P. Collman, L. S. Hegedus, J. R. Norton, R. G. Finke, Principles and Applications of Organotransition Metal Chemistry, University Science Books, Sausalito, 1987.
-
8] is well documented: J. P. Collman, L. S. Hegedus, J. R. Norton, R. G. Finke, Principles and Applications of Organotransition Metal Chemistry, University Science Books, Sausalito, 1987.
-
-
-
-
61
-
-
0001363657
-
-
a) L. Brammer, M. C. McCann, R. M. Bullock, R. K. McMullan, P. Sherwood, Organometallics 1992, 11, 2339-2341;
-
(1992)
Organometallics
, vol.11
, pp. 2339-2341
-
-
Brammer, L.1
McCann, M.C.2
Bullock, R.M.3
McMullan, R.K.4
Sherwood, P.5
-
62
-
-
0000107974
-
-
b) E. J. Moore, J. M. Sullivan, J. R. Norton, J. Am. Chem. Soc. 1986, 108, 2257-2263;
-
(1986)
J. Am. Chem. Soc
, vol.108
, pp. 2257-2263
-
-
Moore, E.J.1
Sullivan, J.M.2
Norton, J.R.3
-
63
-
-
37049098273
-
-
c) F. Calderazzo, G. Fachinetti, F. Marchetti, P. F. Zanazzi, J. Chem. Soc. Chem. Commun. 1981, 181.
-
(1981)
J. Chem. Soc. Chem. Commun
, pp. 181
-
-
Calderazzo, F.1
Fachinetti, G.2
Marchetti, F.3
Zanazzi, P.F.4
-
64
-
-
53549112570
-
-
The solvent effects, when using 1/BnOH as the catalyst, followed the trends in Table 1. Therefore, DME was used in subsequent reactions.
-
The solvent effects, when using 1/BnOH as the catalyst, followed the trends in Table 1. Therefore, DME was used in subsequent reactions.
-
-
-
-
65
-
-
33749369493
-
-
A. Berkessel, F. Cleemann, S. Mukherjee, Angew. Chem. 2005, 117, 7632-7635;
-
(2005)
Angew. Chem
, vol.117
, pp. 7632-7635
-
-
Berkessel, A.1
Cleemann, F.2
Mukherjee, S.3
-
66
-
-
28044446137
-
-
Angew. Chem. Int. Ed. 2005, 44, 7466-7469.
-
(2005)
Angew. Chem. Int. Ed
, vol.44
, pp. 7466-7469
-
-
-
67
-
-
53549105892
-
-
The absolute configuration at the 4-position is retained, though its assignment has changed due to the change in priority from oxygen to carbon
-
The absolute configuration at the 4-position is retained, though its assignment has changed due to the change in priority from oxygen to carbon.
-
-
-
-
68
-
-
53549102303
-
-
Carbonylation of 2h using 5 mol% 1/BnOH for 6 h yielded 37% oxazinone 3h. Longer reaction time (24 h) and higher catalyst loading (10 mol%) left no signs of either oxazoline 2h or oxazinone 3h, but gave exclusively 2-(4-tert-butylphenyl)-4-ethyl-2-oxazalone. For details, see C. M. Byrne, Ph.D. thesis, Cornell University (Ithaca, NY), 2006.
-
Carbonylation of 2h using 5 mol% 1/BnOH for 6 h yielded 37% oxazinone 3h. Longer reaction time (24 h) and higher catalyst loading (10 mol%) left no signs of either oxazoline 2h or oxazinone 3h, but gave exclusively 2-(4-tert-butylphenyl)-4-ethyl-2-oxazalone. For details, see C. M. Byrne, Ph.D. thesis, Cornell University (Ithaca, NY), 2006.
-
-
-
-
70
-
-
0000686185
-
-
b) J. Somlyai-Haász, F. Haasz, V. Galamb, A. Benedetti, C. Zucchi, G. Palyi, T. Krummling, B. Happ, T. Bartik, J. Organomet. Chem. 1991, 419, 205-217;
-
(1991)
J. Organomet. Chem
, vol.419
, pp. 205-217
-
-
Somlyai-Haász, J.1
Haasz, F.2
Galamb, V.3
Benedetti, A.4
Zucchi, C.5
Palyi, G.6
Krummling, T.7
Happ, B.8
Bartik, T.9
|