-
1
-
-
77957051048
-
-
For reviews on the piperidine alkaloids, see: a, Brossi, A, Ed, Academic Press: New York
-
For reviews on the piperidine alkaloids, see: (a) Strunz, G. M.; Findlay, J. A. Pyridine and Piperidine Alkaloids, In The Alkaloids, Vol. 26; Brossi, A., Ed.; Academic Press: New York, 1985, 89.
-
(1985)
Pyridine and Piperidine Alkaloids, In The Alkaloids
, vol.26
, pp. 89
-
-
Strunz, G.M.1
Findlay, J.A.2
-
2
-
-
0004228346
-
-
Brossi, A, Ed, Academic Press: New York
-
(b) Numata, A.; Ibuka, T. In The Alkaloids, Vol. 31; Brossi, A., Ed.; Academic Press: New York, 1987.
-
(1987)
The Alkaloids
, vol.31
-
-
Numata, A.1
Ibuka, T.2
-
3
-
-
77957037489
-
Pyridine and Piperidine Alkaloids: An Update
-
Pelletier, S. W, Ed, Elsevier Science: Oxford
-
(c) Schneider, M. Pyridine and Piperidine Alkaloids: An Update, In Alkaloids: Chemical and Biochemical Perspectives, Vol. 10; Pelletier, S. W., Ed.; Elsevier Science: Oxford, 1996, 155.
-
(1996)
Alkaloids: Chemical and Biochemical Perspectives
, vol.10
, pp. 155
-
-
Schneider, M.1
-
5
-
-
33748495141
-
-
For reviews on the syntheses of piperidines, see: a
-
For reviews on the syntheses of piperidines, see: (a) Nadin, A. J. Chem. Soc., Perkin Trans. 1 1998, 3493.
-
(1998)
J. Chem. Soc., Perkin Trans. 1
, pp. 3493
-
-
Nadin, A.1
-
6
-
-
0033536632
-
-
(b) Zhou, W. S.; Lu, Z. H.; Xu, Y. M.; Liao, L. X.; Wang, Z. M. Tetrahedron 1999, 55, 11959.
-
(1999)
Tetrahedron
, vol.55
, pp. 11959
-
-
Zhou, W.S.1
Lu, Z.H.2
Xu, Y.M.3
Liao, L.X.4
Wang, Z.M.5
-
9
-
-
0037459890
-
-
(e) Weintraub, P. M.; Sabol, J. S.; Kane, J. M.; Borcherding, D. R. Tetrahedron 2003, 59, 2953.
-
(2003)
Tetrahedron
, vol.59
, pp. 2953
-
-
Weintraub, P.M.1
Sabol, J.S.2
Kane, J.M.3
Borcherding, D.R.4
-
13
-
-
0041743187
-
-
(b) Lee, H. K.; Chun, J. S.; Pak, C. S. Tetrahedron 2003, 59, 6445.
-
(2003)
Tetrahedron
, vol.59
, pp. 6445
-
-
Lee, H.K.1
Chun, J.S.2
Pak, C.S.3
-
14
-
-
0242543832
-
-
(c) Sato, T.; Aoyagi, S.; Kibayashi, C. Org. Lett. 2003, 5, 3839.
-
(2003)
Org. Lett
, vol.5
, pp. 3839
-
-
Sato, T.1
Aoyagi, S.2
Kibayashi, C.3
-
17
-
-
33750453788
-
-
(f) Leverett, C. A.; Cassidy, M. P.; Padwa, A. J. Org. Chem. 2006, 71, 8591.
-
(2006)
J. Org. Chem
, vol.71
, pp. 8591
-
-
Leverett, C.A.1
Cassidy, M.P.2
Padwa, A.3
-
18
-
-
0030814736
-
-
(a) Ha, J. D.; Lee, D.; Cha, J. K. J. Org. Chem. 1997, 62, 4550.
-
(1997)
J. Org. Chem
, vol.62
, pp. 4550
-
-
Ha, J.D.1
Lee, D.2
Cha, J.K.3
-
20
-
-
0037017027
-
-
(c) Bailey, P.; Smith, P. D.; Morgan, K. M.; Rosair, G. M. Tetrahedron Lett. 2002, 43, 1071.
-
(2002)
Tetrahedron Lett
, vol.43
, pp. 1071
-
-
Bailey, P.1
Smith, P.D.2
Morgan, K.M.3
Rosair, G.M.4
-
21
-
-
0028260784
-
-
(a) Takao, K.-i.; Nigawara, Y.; Nishino, E.; Takagi, I.; Maeda, K.; Tadano, K.-i.; Ogawa, S. Tetrahedron 1994, 50, 5681.
-
(1994)
Tetrahedron
, vol.50
, pp. 5681
-
-
Takao, K.-I.1
Nigawara, Y.2
Nishino, E.3
Takagi, I.4
Maeda, K.5
Tadano, K.-I.6
Ogawa, S.7
-
22
-
-
0030961411
-
-
(b) Luker, T.; Hiemstra, H.; Speckamp, W. N. J. Org. Chem. 1997, 62, 3592.
-
(1997)
J. Org. Chem
, vol.62
, pp. 3592
-
-
Luker, T.1
Hiemstra, H.2
Speckamp, W.N.3
-
24
-
-
0033603564
-
-
(d) Toyooka, N.; Yoshida, Y.; Yotssui, Y.; Momose, T. J. Org. Chem. 1999, 64, 4914.
-
(1999)
J. Org. Chem
, vol.64
, pp. 4914
-
-
Toyooka, N.1
Yoshida, Y.2
Yotssui, Y.3
Momose, T.4
-
26
-
-
0035843367
-
-
(f) Datta, A.; Kumar, J. S. R.; Roy, S. Tetrahedron 2001, 57, 1169.
-
(2001)
Tetrahedron
, vol.57
, pp. 1169
-
-
Datta, A.1
Kumar, J.S.R.2
Roy, S.3
-
27
-
-
0035812743
-
-
(g) Comins, D. L.; Sandelier, M. J.; Grillo, T. A. J. Org. Chem. 2001, 66, 6829.
-
(2001)
J. Org. Chem
, vol.66
, pp. 6829
-
-
Comins, D.L.1
Sandelier, M.J.2
Grillo, T.A.3
-
28
-
-
0037023406
-
-
(h) Cossy, J.; Willis, C.; Bellosta, V.; BouzBouz, S. J. Org. Chem. 2002, 67, 1982.
-
(1982)
J. Org. Chem
, vol.2002
, pp. 67
-
-
Cossy, J.1
Willis, C.2
Bellosta, V.3
BouzBouz, S.4
-
29
-
-
0141507075
-
-
(i) Dransfield, P. J.; Gore, P. M.; Prokeš, I.; Shipman, M.; Slawin, A. M. Z. Org. Biomol. Chem. 2003, 1, 2723.
-
(2003)
Org. Biomol. Chem
, vol.1
, pp. 2723
-
-
Dransfield, P.J.1
Gore, P.M.2
Prokeš, I.3
Shipman, M.4
Slawin, A.M.Z.5
-
33
-
-
34547682313
-
-
(m) Kim, I. S.; Ryu, C. B.; Li, Q. R.; Zee, O. P.; Jung, Y. H. Tetrahedron Lett. 2007, 48, 6258.
-
(2007)
Tetrahedron Lett
, vol.48
, pp. 6258
-
-
Kim, I.S.1
Ryu, C.B.2
Li, Q.R.3
Zee, O.P.4
Jung, Y.H.5
-
36
-
-
0033601457
-
-
(a) Toyooka, N.; Yotsui, Y.; Yoshida, Y.; Momose, T.; Nemoto, H. Tetrahedron 1999, 55, 15209.
-
(1999)
Tetrahedron
, vol.55
, pp. 15209
-
-
Toyooka, N.1
Yotsui, Y.2
Yoshida, Y.3
Momose, T.4
Nemoto, H.5
-
38
-
-
0037934623
-
-
(c) Agami, C.; Couty, F.; Evano, G.; Darro, F.; Kiss, R. Eur. J. Org. Chem. 2003, 2062.
-
(2003)
Eur. J. Org. Chem
, pp. 2062
-
-
Agami, C.1
Couty, F.2
Evano, G.3
Darro, F.4
Kiss, R.5
-
40
-
-
0036482040
-
-
Kusano, G.; Orihara, S.; Tsukamoto, D.; Shibano, M.; Coskun, M.; Guvenc, A.; Erdurak, C. S. Chem. Pharm. Bull. 2002, 50, 185.
-
(2002)
Chem. Pharm. Bull
, vol.50
, pp. 185
-
-
Kusano, G.1
Orihara, S.2
Tsukamoto, D.3
Shibano, M.4
Coskun, M.5
Guvenc, A.6
Erdurak, C.S.7
-
41
-
-
33846064594
-
Recent Advances on the Asymmetric Synthesis of Bioactive 2-Pyrrolidinone-Related Compounds Starting from Enantiomeric Malic Acid
-
For accounts on the methodologies, see: a, Vicario, J. L, Badia, D, Carrillo, L, Eds, Research Signpost: Kerala
-
For accounts on the methodologies, see: (a) Huang, P.-Q. Recent Advances on the Asymmetric Synthesis of Bioactive 2-Pyrrolidinone-Related Compounds Starting from Enantiomeric Malic Acid, In New Methods for the Asymmetric Synthesis of Nitrogen Heterocycles; Vicario, J. L.; Badia, D.; Carrillo, L., Eds.; Research Signpost: Kerala, 2005, 197.
-
(2005)
New Methods for the Asymmetric Synthesis of Nitrogen Heterocycles
, pp. 197
-
-
Huang, P.-Q.1
-
43
-
-
33645899298
-
-
Huang, P.-Q.; Guo, Z.-Q.; Ruan, Y.-P. Org. Lett. 2006, 8, 1435.
-
(2006)
Org. Lett
, vol.8
, pp. 1435
-
-
Huang, P.-Q.1
Guo, Z.-Q.2
Ruan, Y.-P.3
-
44
-
-
27344447607
-
-
Ruan, Y.-P.; Wei, B.-G.; Xu, X.-Q.; Liu, G.; Yu, D.-S.; Liu, L.-X.; Huang, P.-Q. Chirality 2005, 17, 595.
-
(2005)
Chirality
, vol.17
, pp. 595
-
-
Ruan, Y.-P.1
Wei, B.-G.2
Xu, X.-Q.3
Liu, G.4
Yu, D.-S.5
Liu, L.-X.6
Huang, P.-Q.7
-
45
-
-
0035858678
-
-
For a recent example, see: a
-
For a recent example, see: (a) Jourdant, A.; Zhu, J. Tetrahedron Lett. 2001, 42, 3431.
-
(2001)
Tetrahedron Lett
, vol.42
, pp. 3431
-
-
Jourdant, A.1
Zhu, J.2
-
46
-
-
0000597733
-
-
For amide activation by Boc, see
-
(b) For amide activation by Boc, see: Giovannini, A.; Savoia, D.; Umani-Ronchi, A. J. Org. Chem. 1989, 54, 228.
-
(1989)
J. Org. Chem
, vol.54
, pp. 228
-
-
Giovannini, A.1
Savoia, D.2
Umani-Ronchi, A.3
-
47
-
-
84989511047
-
-
3SiH-mediated ionic hydrogenation, see: (a) Kursanov, D. N.; Parnes, Z. N.; Loim, N. M. Synthesis 1974, 633.
-
3SiH-mediated ionic hydrogenation, see: (a) Kursanov, D. N.; Parnes, Z. N.; Loim, N. M. Synthesis 1974, 633.
-
-
-
-
48
-
-
33751391316
-
-
For selected examples, see: b
-
For selected examples, see: (b) Burgess, L. E.; Meyers, A. I. J. Org. Chem. 1992, 57, 1656.
-
(1992)
J. Org. Chem
, vol.57
, pp. 1656
-
-
Burgess, L.E.1
Meyers, A.I.2
-
49
-
-
0027203377
-
-
(c) Yoda, H.; Kitayama, H.; Yamada, W.; Katagiri, T.; Takabe, K. Tetrahedron: Asymmetry 1993, 4, 1451.
-
(1993)
Tetrahedron: Asymmetry
, vol.4
, pp. 1451
-
-
Yoda, H.1
Kitayama, H.2
Yamada, W.3
Katagiri, T.4
Takabe, K.5
-
50
-
-
84985217471
-
-
(d) Drage, J. S.; Earl, R. A.; Vollhardt, K. P. C. J. Heterocycl. Chem. 1982, 19, 701.
-
(1982)
J. Heterocycl. Chem
, vol.19
, pp. 701
-
-
Drage, J.S.1
Earl, R.A.2
Vollhardt, K.P.C.3
-
51
-
-
0001721206
-
-
Yamaura, M.; Suzuki, T.; Hashimoto, H.; Yoshimura, J.; Okamoto, T.; Shin, C. Bull. Chem. Soc. Jpn. 1985, 58, 1413.
-
(1985)
Bull. Chem. Soc. Jpn
, vol.58
, pp. 1413
-
-
Yamaura, M.1
Suzuki, T.2
Hashimoto, H.3
Yoshimura, J.4
Okamoto, T.5
Shin, C.6
-
52
-
-
0000252132
-
-
McDougal, P. G.; Rico, J. G.; Oh, Y. I.; Condon, B. D. J. Org. Chem. 1986, 51, 3388.
-
(1986)
J. Org. Chem
, vol.51
, pp. 3388
-
-
McDougal, P.G.1
Rico, J.G.2
Oh, Y.I.3
Condon, B.D.4
-
53
-
-
0142229025
-
-
Kelly, D. R.; Roberts, S. M.; Newton, R. F. Synth. Commun. 1979, 9, 295.
-
(1979)
Synth. Commun
, vol.9
, pp. 295
-
-
Kelly, D.R.1
Roberts, S.M.2
Newton, R.F.3
-
55
-
-
0033546262
-
-
(b) Frigerio, M.; Santagostino, M.; Sputores, S. J. Org. Chem. 1999, 64, 4537.
-
(1999)
J. Org. Chem
, vol.64
, pp. 4537
-
-
Frigerio, M.1
Santagostino, M.2
Sputores, S.3
-
56
-
-
0031041204
-
-
(a) Oetting, J.; Holzkamp, J.; Meyer, H. H.; Pahl, A. Tetrahedron: Asymmetry 1997, 8, 477.
-
(1997)
Tetrahedron: Asymmetry
, vol.8
, pp. 477
-
-
Oetting, J.1
Holzkamp, J.2
Meyer, H.H.3
Pahl, A.4
-
58
-
-
0002049209
-
-
For the use of halogen as a stereodirecting group for the asymmetric ethoxycarbonylmethylation, see: a
-
For the use of halogen as a stereodirecting group for the asymmetric ethoxycarbonylmethylation, see: (a) Evans, D. A.; Sjogren, E. B.; Weber, A. E.; Conn, R. E. Tetrahedron Lett. 1987, 28, 39.
-
(1987)
Tetrahedron Lett
, vol.28
, pp. 39
-
-
Evans, D.A.1
Sjogren, E.B.2
Weber, A.E.3
Conn, R.E.4
-
59
-
-
0034684178
-
-
(b) Evans, D. A.; Fitch, D. M.; Smith, T. E.; Cee, V. J. J. Am. Chem. Soc. 2000, 122, 10033.
-
(2000)
J. Am. Chem. Soc
, vol.122
, pp. 10033
-
-
Evans, D.A.1
Fitch, D.M.2
Smith, T.E.3
Cee, V.J.4
-
60
-
-
33845374534
-
-
(a) Jadhav, P. K.; Bhat, K. S. P.; Perumal, T.; Brown, H. C. J. Am. Chem. Soc. 1986, 51, 432.
-
(1986)
J. Am. Chem. Soc
, vol.51
, pp. 432
-
-
Jadhav, P.K.1
Bhat, K.S.P.2
Perumal, T.3
Brown, H.C.4
-
61
-
-
0000814409
-
-
(b) Brown, H. C.; Randad, R. S.; Bhat, K. S.; Zaidlewicz, M.; Racherla, U. S. J. Am. Chem. Soc. 1990, 112, 2389.
-
(1990)
J. Am. Chem. Soc
, vol.112
, pp. 2389
-
-
Brown, H.C.1
Randad, R.S.2
Bhat, K.S.3
Zaidlewicz, M.4
Racherla, U.S.5
-
62
-
-
33751552977
-
-
See also
-
(c) See also: Roush, W. R.; Hoong, L. K.; Palmer, M. A. J.; Park, J. C. J. Org. Chem. 1990, 55, 4109.
-
(1990)
J. Org. Chem
, vol.55
, pp. 4109
-
-
Roush, W.R.1
Hoong, L.K.2
Palmer, M.A.J.3
Park, J.C.4
-
63
-
-
0034635481
-
-
For recent reviews on the asymmetric aldol reaction, see: a
-
For recent reviews on the asymmetric aldol reaction, see: (a) Arya, P.; Qin, H. P. Tetrahedron 2000, 56, 917.
-
(2000)
Tetrahedron
, vol.56
, pp. 917
-
-
Arya, P.1
Qin, H.P.2
-
66
-
-
0035830561
-
-
See also: b
-
See also: (b) Crimmins, M. T.; King, B. W.; Tabet, E. A.; Chaudhary, K. J. Org. Chem. 2001, 66, 894.
-
(2001)
J. Org. Chem
, vol.66
, pp. 894
-
-
Crimmins, M.T.1
King, B.W.2
Tabet, E.A.3
Chaudhary, K.4
-
67
-
-
0030882988
-
-
(c) Crimmins, M. T.; King, B. W.; Tabet, E. A. J. Am. Chem. Soc. 1997, 119, 7883.
-
(1997)
J. Am. Chem. Soc
, vol.119
, pp. 7883
-
-
Crimmins, M.T.1
King, B.W.2
Tabet, E.A.3
-
68
-
-
2442666548
-
-
Wu, Y. K.; Yang, Y. Q.; Hu, Q. J. Org. Chem. 2004, 69, 3990.
-
(2004)
J. Org. Chem
, vol.69
, pp. 3990
-
-
Wu, Y.K.1
Yang, Y.Q.2
Hu, Q.3
-
69
-
-
0001597804
-
-
Evans, D. A.; Britton, T. C.; Ellman, J. A. Tetrahedron Lett. 1987, 28, 6141.
-
(1987)
Tetrahedron Lett
, vol.28
, pp. 6141
-
-
Evans, D.A.1
Britton, T.C.2
Ellman, J.A.3
-
70
-
-
0010728465
-
-
Saibaba, R.; Sarma, M. S.; Abushanab, E. Synth. Commun. 1989, 19, 3077.
-
(1989)
Synth. Commun
, vol.19
, pp. 3077
-
-
Saibaba, R.1
Sarma, M.S.2
Abushanab, E.3
-
71
-
-
44349129507
-
-
All new compounds gave satisfactory analytical and spectral data. Selected physical and spectral data for morusimic acid D methyl ester (22, pale yellow powder; mp 132-135°C; [α]D 20 -11.3 (c 0.4, CHCl3, IR (film, 3387, 2929, 2854, 1731, 1438, 1380, 1305, 1165, 1061 cm-1. 1H NMR (400 MHz, CD3OD, δ, 1.40 (s, 3 H, 1.22-1.68 (m, 20 H, 2.09 (m, 2 H, 2.30-2.50 (m, 2 H, 2.92 (m, 1 H, 3.08 (m, 1 H, 3.42 (s, 1 H, 3.64 (s, 3 H, 3.95 (m, 1 H, 13C NMR 100 MHz, CD3OD, δ, 16.00, 26.52, 26.56, 28.33, 30.43, 30.48, 30.52, 30.56, 30.59, 32.92, 34.26, 38.05, 43.25, 52.15, 58.49, 59.24, 69.23, 70.70, 173.92. ESI-HRMS: m/z calcd for C19H38NO4 [M, H, 344.2795; found: 344.2798
-
+: 344.2795; found: 344.2798.
-
-
-
|