-
2
-
-
0027686249
-
-
(b) Coyle, J. T.; Puttfarcken, P. Science 1993, 262, 689-695.
-
(1993)
, vol.262
, pp. 689-695
-
-
Coyle, J.T.1
Science, P.P.2
-
4
-
-
0037832971
-
-
(d) Bräuner-Osborne, H.; Engelberg, J.: Nielsen. E. O.: Madsen. U.: Krogsgaard-Larsen, P. J. Med. Chem. 2000, 43, 2609-2645.
-
(2000)
J. Med. Chem.
, vol.43
, pp. 2609-2645
-
-
Bräuner-Osborne, H.1
Engelberg, J.2
Nielsen, E.O.3
Madsen, U.4
Krogsgaard-Larsen, P.5
-
5
-
-
0025117827
-
-
(a) Sheardown, M. J.; Nielsen, E. P.; Hansen, A. J.: Jacobsen, P.; Honore. T. Science 1990, 247, 571-574.
-
(1990)
Science
, vol.247
, pp. 571-574
-
-
Sheardown, M.J.1
Nielsen, E.P.2
Hansen, A.J.3
Jacobsen, P.4
Honore, T.5
-
7
-
-
0034059343
-
-
(c) Lees, G. J. Drugs 2000, 59, 33-78.
-
(2000)
J. Drugs
, vol.59
, pp. 33-78
-
-
Lees, G.1
-
8
-
-
0030854238
-
-
(a) Shin-ya. K.; Kim, J.-S.: Furihata. K.; Hayakawa. Y.; Seto, H. Tetrahedron Lett. 1997, 38, 7079-7082.
-
(1997)
Tetrahedron Lett.
, vol.38
, pp. 7079-7082
-
-
Shin-ya, K.1
Kim, J.-S.2
Furihata, K.3
Hayakawa, Y.4
Seto, H.5
-
9
-
-
0035844656
-
-
(b) Kobayashi, H.; Shin-ya, K.: Furihata, K.: Hayakawa, Y.; Seto, H. Tetrahedron Lett. 2001, 42, 4021-4023.
-
(2001)
Tetrahedron Lett.
, vol.42
, pp. 4021-4023
-
-
Kobayashi, H.1
Shin-ya, K.2
Furihata, K.3
Seto, H.4
-
11
-
-
0037185419
-
-
(a) Okue. M.: Kobayashi. H.; Shin-ya, K.: Furihata. K.: Hayakawa, Y.; Seto, H.; Watanabe, H.; Kitahara, T. Tetrahedron Lett. 2002, 43, 857-860.
-
(2002)
Tetrahedron Lett.
, vol.43
, pp. 857-860
-
-
Okue, M.1
Kobayashi, H.2
Shin-ya, K.3
Furihata, K.4
Hayakawa, Y.5
Seto, H.6
Watanabe, H.7
Kitahara, T.8
-
12
-
-
0037185422
-
-
(b) Watanabe. H.: Okue. M.: Kobavashi, H.; Kitahara, T.Tetrahedron Lett. 2002, 43, 861-864.
-
(2002)
Tetrahedron Lett.
, vol.43
, pp. 861-864
-
-
Watanabe, H.1
Okue, M.2
Kobavashi, H.3
Kitahara, T.4
-
15
-
-
70349898145
-
-
6
-
6
-
-
-
-
16
-
-
0035802368
-
-
Synthesis of 2-epimer of 1
-
Synthesis of 2-epimer of 1: Ma, D.; Yang, J. J. Am. Chem. Soc. 2001, 123. 9706-9707.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 9706-9707
-
-
Ma, D.1
Yang, J.2
-
17
-
-
41349106605
-
-
Synthetic approaches to 1: (a)
-
Synthetic approaches to 1: (a) Takahashi, K.; Haraguchi, N.; Ishihara, J.; Hatakeyama, S. Synlett 2008, 671-674.
-
(2008)
Synlett
, pp. 671-674
-
-
Takahashi, K.1
Haraguchi, N.2
Ishihara, J.3
Hatakeyama, S.4
-
21
-
-
0001392622
-
-
(b) Blaskovich. M. A.: Evindar, G.; Rose, N. G. W.; Wilkinson, S.: Luo. Y.: Lajoie. G. A. J. Org. Chem. 1998, 63, 3631-3646.
-
(1998)
J. Org. Chem.
, vol.63
, pp. 3631-3646
-
-
Blaskovich, M.A.1
Evindar, G.2
Rose, N.G.W.3
Wilkinson, S.4
Luo, Y.5
Lajoie, G.A.6
-
24
-
-
33644778550
-
-
Preparation of the antipode of 4a
-
Preparation of the antipode of 4a: Lee, M.; Lee. T.; Kim, E.-Y.; Ko. H.: Kim, D.: Kim, S. Org. Lett. 2006, 8, 745-748.
-
(2006)
Org. Lett.
, vol.8
, pp. 745-748
-
-
Lee, M.1
Lee, T.2
Kim, E.-Y.3
Ko, H.4
Kim, D.5
Kim, S.6
-
25
-
-
70349904334
-
-
For procedures for the conversion of 8a to 9a and 13 to 9b and the NOE correlation of 9a and X-ray structure of 9b, see Supporting Information.
-
For procedures for the conversion of 8a to 9a and 13 to 9b and the NOE correlation of 9a and X-ray structure of 9b, see Supporting Information.
-
-
-
-
26
-
-
70349932223
-
-
1H NMR spectrum of the crude 8b, but the exact ratio could not be determined because of their broard signals. The contaminated diastereomers were chromatographically removed during its conversion to 11.
-
1H NMR spectrum of the crude 8b, but the exact ratio could not be determined because of their broard signals. The contaminated diastereomers were chromatographically removed during its conversion to 11.
-
-
-
-
27
-
-
70349915819
-
-
2-DMSO, or 1-Me-AZADO.
-
2-DMSO, or 1-Me-AZADO.
-
-
-
-
29
-
-
70349911638
-
-
The yield was calculated after conversion to 13 since the OBO ester 11 was labile upon chromatographic isolation or storage under ambient conditions for gradual conversion to the partially hydrolyzed 12. Contrary to 11, its C3-epimers 8a,b are quite stable under these conditions.
-
The yield was calculated after conversion to 13 since the OBO ester 11 was labile upon chromatographic isolation or storage under ambient conditions for gradual conversion to the partially hydrolyzed 12. Contrary to 11, its C3-epimers 8a,b are quite stable under these conditions.
-
-
-
-
30
-
-
70349931232
-
-
4 is under investigation and will be reported in due course.
-
4 is under investigation and will be reported in due course.
-
-
-
-
31
-
-
70349915817
-
-
CCDC 738627 (9b) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from the Cambridge Crystallographic Data Center via deposit.
-
CCDC 738627 (9b) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from the Cambridge Crystallographic Data Center via http://www.ccdc.cam.ac.uk/ deposit.
-
-
-
-
32
-
-
0002325951
-
-
Synthesis of (Z)-α.β-dehydroamino acid ester by HWE reaction
-
Synthesis of (Z)-α.β-dehydroamino acid ester by HWE reaction: Schmidt, U.; Lieberknecht, A.; Wild, J. Synthesis 1984, 53-60.
-
(1984)
Synthesis
, pp. 53-60
-
-
Schmidt, U.1
Lieberknecht, A.2
Wild, J.3
-
34
-
-
70349915820
-
-
The chemical shift of the amide proton in (E)-2 appeared at
-
The chemical shift of the amide proton in (E)-2 appeared at δ 8.1.
-
δ 8.1.
-
-
-
35
-
-
0033618118
-
-
For representative examples of the synthesis of α.β- dehydroalanine derivatives, see: (a)
-
For representative examples of the synthesis of α.β- dehydroalanine derivatives, see: (a) Stohlmeyer, M. M.; Tanaka, H.; Wandless, T. J. J. Am. Chem. Soc. 1999, 121, 6100-6101.
-
(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 6100-6101
-
-
Stohlmeyer, M.M.1
Tanaka, H.2
Wandless, T.J.3
-
39
-
-
0000262852
-
-
Ando, K. J. Org. Chem. 1997, 62, 1934-1939.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 1934-1939
-
-
Ando, K.1
-
41
-
-
70349897246
-
-
Asymmetric hydrogenation of (E)-2 using (R,R)-QuinoxP* did not react at all resulting in the complete recovery of (E)-2, whereas (S,S) -QuinoxP* gave a mixture of 14a and 14b in 71% yield (14a/14b = 26:74).
-
Asymmetric hydrogenation of (E)-2 using (R,R)-QuinoxP* did not react at all resulting in the complete recovery of (E)-2, whereas (S,S) -QuinoxP* gave a mixture of 14a and 14b in 71% yield (14a/14b = 26:74).
-
-
-
-
42
-
-
70349913799
-
-
Note
-
1H NMR. However, the HPLC separation of each isomer was accompanied by a significant loss of the product (see Supporting Informationand ref 5). An improved method for their separation is currently being investigated.
-
-
-
|