-
2
-
-
0000610534
-
In Stereoselective Synthesis, Houben-Weyl
-
4th ed, Hoffmann, R. W, Mulzer, J, Schaumann, E, Eds, Verlag: Stuttgart
-
(a) Jurezak, J.; Bauer, T.; Chapuis, C. In Stereoselective Synthesis, Houben-Weyl, 4th ed.; Helmchen, G., Hoffmann, R. W., Mulzer, J., Schaumann, E., Eds.; Verlag: Stuttgart, 1996; Vol. E21c, pp 2735.
-
(1996)
Helmchen, G
, vol.E21c
, pp. 2735
-
-
Jurezak, J.1
Bauer, T.2
Chapuis, C.3
-
4
-
-
0000973795
-
-
Representative examples:(a) Myers, A. I.; Hanreich, R.; Wanner, K. T. J. Am. Chem. Soc. 1985, 107, 7776.
-
Representative examples:(a) Myers, A. I.; Hanreich, R.; Wanner, K. T. J. Am. Chem. Soc. 1985, 107, 7776.
-
-
-
-
6
-
-
0024986564
-
-
(c) Kobayashi, S.; Eguchi, Y.; Shimada, M.; Ohno, M. Chem. Pharm. Bull. 1990, 38, 1479.
-
(1990)
Chem. Pharm. Bull
, vol.38
, pp. 1479
-
-
Kobayashi, S.1
Eguchi, Y.2
Shimada, M.3
Ohno, M.4
-
7
-
-
0026316596
-
-
(d) Siegel, C.; Gordon, P. M.; Uliss, D. B.; Handrick, R. G.; Dalzell, H. C.; Razdan, R. K. J. Org. Chem. 1991, 56, 6865.
-
(1991)
J. Org. Chem
, vol.56
, pp. 6865
-
-
Siegel, C.1
Gordon, P.M.2
Uliss, D.B.3
Handrick, R.G.4
Dalzell, H.C.5
Razdan, R.K.6
-
8
-
-
0038682516
-
-
(e) Smith, A. B., III.; Kanoh, N.; Ishiyama, H.; Minakawa, N.; Rainier, J. D.; Hartz, R. A.; Cho, Y. S.; Cui, H.; Moser, W. H. J. Am. Chem. Soc. 2003, 125, 8228.
-
(2003)
J. Am. Chem. Soc
, vol.125
, pp. 8228
-
-
Smith III, A.B.1
Kanoh, N.2
Ishiyama, H.3
Minakawa, N.4
Rainier, J.D.5
Hartz, R.A.6
Cho, Y.S.7
Cui, H.8
Moser, W.H.9
-
9
-
-
3042784488
-
-
Ono, K.; Nakagawa, M.; Nishida, A. Angew. Chem., Int. Ed. 2004, 43, 2020.
-
(2004)
Angew. Chem., Int. Ed
, vol.43
, pp. 2020
-
-
Ono, K.1
Nakagawa, M.2
Nishida, A.3
-
10
-
-
0034675619
-
-
Enantioselective hetero-DA reactions of Danishefsky type diene with aldehydes, see: a
-
Enantioselective hetero-DA reactions of Danishefsky type diene with aldehydes, see: (a) Jørgensen, K. A. Angew. Chem., Int. Ed. 2000, 39, 3558.
-
(2000)
Angew. Chem., Int. Ed
, vol.39
, pp. 3558
-
-
Jørgensen, K.A.1
-
11
-
-
33646746416
-
-
(b) Akullian, L. C.; Snapper, M. L.; Hoveyda, A. H. J. Am. Chem. Soc. 2006, 128, 6532.
-
(2006)
J. Am. Chem. Soc
, vol.128
, pp. 6532
-
-
Akullian, L.C.1
Snapper, M.L.2
Hoveyda, A.H.3
-
12
-
-
0031980938
-
-
For enantioselective hetero-DA reactions of Danishefsky type dienes with imines, see: a
-
For enantioselective hetero-DA reactions of Danishefsky type dienes with imines, see: (a) Kobayashi, S.; Komiyama, S.; Ishitani, H. Angew. Chem., Int. Ed. 1998, 37, 979.
-
(1998)
Angew. Chem., Int. Ed
, vol.37
, pp. 979
-
-
Kobayashi, S.1
Komiyama, S.2
Ishitani, H.3
-
13
-
-
0032484179
-
-
(b) Yao, S.; Johannsen, M.; Hazell, R. G.; Jøgensen, K. A. Angew. Chem., Int. Ed. 1998, 37, 3121.
-
(1998)
Angew. Chem., Int. Ed
, vol.37
, pp. 3121
-
-
Yao, S.1
Johannsen, M.2
Hazell, R.G.3
Jøgensen, K.A.4
-
14
-
-
0033546377
-
-
(c) Kobayashi, S.; Kusakabe, K.; Komiyama, S.; Ishitani, H. J. Org. Chem. 1999, 64, 4220.
-
(1999)
J. Org. Chem
, vol.64
, pp. 4220
-
-
Kobayashi, S.1
Kusakabe, K.2
Komiyama, S.3
Ishitani, H.4
-
15
-
-
0000186325
-
-
(d) Kobayashi, S.; Kusakabe, K.; Ishitani, H. Org. Lett. 2000, 2, 1225.
-
(2000)
Org. Lett
, vol.2
, pp. 1225
-
-
Kobayashi, S.1
Kusakabe, K.2
Ishitani, H.3
-
16
-
-
0037427326
-
-
(e) Josephsohn, N. S.; Snapper, M. L.; Hoveyda, A. H. J. Am. Chem. Soc. 2003, 125, 4018.
-
(2003)
J. Am. Chem. Soc
, vol.125
, pp. 4018
-
-
Josephsohn, N.S.1
Snapper, M.L.2
Hoveyda, A.H.3
-
17
-
-
0347717646
-
-
(f) Mancheno, O. G.; Arrayas, R. G.; Carretero, J. C. J. Am. Chem. Soc. 2004, 126, 456.
-
(2004)
J. Am. Chem. Soc
, vol.126
, pp. 456
-
-
Mancheno, O.G.1
Arrayas, R.G.2
Carretero, J.C.3
-
18
-
-
13944269207
-
-
(g) Yamashita, Y.; Mizuki, S.; Kobayashi, S. Tetrahedron Lett. 2005, 46, 1803.
-
(2005)
Tetrahedron Lett
, vol.46
, pp. 1803
-
-
Yamashita, Y.1
Mizuki, S.2
Kobayashi, S.3
-
19
-
-
0034674921
-
-
Huang, Y.; Iwama, T.; Rawal, V. H. J. Am. Chem. Soc. 2000, 122, 7843.
-
(2000)
J. Am. Chem. Soc
, vol.122
, pp. 7843
-
-
Huang, Y.1
Iwama, T.2
Rawal, V.H.3
-
20
-
-
0033693443
-
-
(a) Inokuchi, T.; Okano, M.; Miyamoto, T.; Madon, H. B.; Takagi, M. Synlett 2000, 1549.
-
(2000)
Synlett
, pp. 1549
-
-
Inokuchi, T.1
Okano, M.2
Miyamoto, T.3
Madon, H.B.4
Takagi, M.5
-
21
-
-
0035977252
-
-
(b) Inokuchi, T.; Okano, M.; Miyamoto, T. J. Org. Chem. 2001, 66, 8059.
-
(2001)
J. Org. Chem
, vol.66
, pp. 8059
-
-
Inokuchi, T.1
Okano, M.2
Miyamoto, T.3
-
22
-
-
0033582688
-
-
Nishida, A.; Yamanaka, M.; Nakagawa, M. Tetrahedron Lett. 1999, 40, 1555.
-
(1999)
Tetrahedron Lett
, vol.40
, pp. 1555
-
-
Nishida, A.1
Yamanaka, M.2
Nakagawa, M.3
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23
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52449104549
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Determined by X-ray analysis of compound 7. See Supporting Information.
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Determined by X-ray analysis of compound 7. See Supporting Information.
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24
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52449094604
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When the reaction was carried out in the presence of 25 mol% of an achiral Yb(OTf)3-iPr2NEt complex, the exo adduct 4a was obtained exclusively in 63% yield. Thus, the exo selectivity should originate from substrate control. Even when the reaction was carried out at 100°C without any catalyst, a mixture of diastereoisomers was obtained (exolendo, 3:2, The presence of an oxazolidinone unit in the structure of dienophiles is essential for high enantiomeric induction. Results obtained using other chiral ligands with Yb(OTf)3 are shown in the Supporting Information
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3 are shown in the Supporting Information.
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25
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52449113092
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The absolute stereochemistry of 5b was determined to be 4S by comparison of the specific rotation of (S)-4-(hydroxymethyl)cyclohex- 2-enone (11) with the reported value (ref 7). The absolute stereochemistries of 5a and 5c-i were estimated to be 4S by analogy to 5b. See Supporting Information for details.
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The absolute stereochemistry of 5b was determined to be 4S by comparison of the specific rotation of (S)-4-(hydroxymethyl)cyclohex- 2-enone (11) with the reported value (ref 7). The absolute stereochemistries of 5a and 5c-i were estimated to be 4S by analogy to 5b. See Supporting Information for details.
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26
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0036203482
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Lyapkalo, I. M.; Webel, M.; Reißig, H.-U. Eur. J. Org. Chem. 2002, 67, 1015.
-
(2002)
Eur. J. Org. Chem
, vol.67
, pp. 1015
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-
Lyapkalo, I.M.1
Webel, M.2
Reißig, H.-U.3
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27
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0032538773
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See Supporting Information Girard, C.; Kagan, H. B. Angew. Chem., Int. Ed. 1998, 37, 2922.
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See Supporting Information Girard, C.; Kagan, H. B. Angew. Chem., Int. Ed. 1998, 37, 2922.
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28
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34547207608
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Recently, an asymmetric Diels-Alder reaction using a Danishefsky type diene has been reported: Ward, D. E.; Shen, J. Org. Lett. 2007, 9, 2843.
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Recently, an asymmetric Diels-Alder reaction using a Danishefsky type diene has been reported: Ward, D. E.; Shen, J. Org. Lett. 2007, 9, 2843.
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