-
1
-
-
3142764930
-
-
For reviews on the isolation and biological properties of this class of alkaloid see: a, doi:10.2174/1568011043352939
-
For reviews on the isolation and biological properties of this class of alkaloid see: (a) C. Bailly, Curr. Med. Chem.-Anti-Cancer Agents 2004, 4, 363. doi:10.2174/1568011043352939
-
(2004)
Curr. Med. Chem.-Anti-Cancer Agents
, vol.4
, pp. 363
-
-
Bailly, C.1
-
2
-
-
77956687883
-
-
Eds G. W. Gribble, J. A. Joule, Elsevier: Amsterdam
-
(b) P. Cironi, F. Albericio, M. Alvarez, in Progress in Heterocyclic Chemistry (Eds G. W. Gribble, J. A. Joule) 2004, Vol. 16, pp. 1-26 (Elsevier: Amsterdam).
-
(2004)
Progress in Heterocyclic Chemistry
, vol.16
, pp. 1-26
-
-
Cironi, P.1
Albericio, F.2
Alvarez, M.3
-
3
-
-
22944480528
-
-
(c) G. Yang, A.-L. Wang, H.-L. Chen, Y.-C. You, Chin. J. Org. Chem. 2005, 25, 641.
-
(2005)
Chin. J. Org. Chem
, vol.25
, pp. 641
-
-
Yang, G.1
Wang, A.-L.2
Chen, H.-L.3
You, Y.-C.4
-
4
-
-
33747139387
-
-
doi:10.1016/ J.TET.2006.05.024
-
(d) F. Bellina, R. Rossi, Tetrahedron 2006, 62, 7213. doi:10.1016/ J.TET.2006.05.024
-
(2006)
Tetrahedron
, vol.62
, pp. 7213
-
-
Bellina, F.1
Rossi, R.2
-
5
-
-
27344434132
-
-
For reviews on the synthesis of the lamellarins see: a
-
For reviews on the synthesis of the lamellarins see: (a) S. T. Handy, Y. Zhang, Org. Prep. Proced. Int. 2005, 37, 411.
-
(2005)
Org. Prep. Proced. Int
, vol.37
, pp. 411
-
-
Handy, S.T.1
Zhang, Y.2
-
6
-
-
39049166809
-
-
References [1b-d
-
(b) References [1b-d].
-
-
-
-
7
-
-
0342742143
-
-
S. Urban, L. Hobbs, J. N. A. Hooper, R. J. Capon, Aust. J. Chem. 1995, 48, 1491.doi:10.1071/CH9951491
-
S. Urban, L. Hobbs, J. N. A. Hooper, R. J. Capon, Aust. J. Chem. 1995, 48, 1491.doi:10.1071/CH9951491
-
-
-
-
8
-
-
84970609784
-
-
A. R. Carroll, B. F. Bowden, J. C. Coll, Aust. J. Chem. 1993, 46, 489.
-
(1993)
Aust. J. Chem
, vol.46
, pp. 489
-
-
Carroll, A.R.1
Bowden, B.F.2
Coll, J.C.3
-
9
-
-
25444485227
-
-
New synthetic approaches to these alkaloids continue to be developed. See, for example, (a) D. Pla, A. Marchai, C. A. Olsen, F. Albericio, M. Alvarez, J. Org. Chem. 2005, 70, 8231. doi:10.1021/JO051083A
-
New synthetic approaches to these alkaloids continue to be developed. See, for example, (a) D. Pla, A. Marchai, C. A. Olsen, F. Albericio, M. Alvarez, J. Org. Chem. 2005, 70, 8231. doi:10.1021/JO051083A
-
-
-
-
10
-
-
33845530699
-
5. Ruchirawat
-
doi:10.1021/ JO061810H
-
(b) P. Ploypradith, T. Petchmanee, P. Sahakitpichan, N. D. Litvinas, 5. Ruchirawat, J. Org. Chem. 2006, 71, 9440. doi:10.1021/ JO061810H
-
(2006)
J. Org. Chem
, vol.71
, pp. 9440
-
-
Ploypradith, P.1
Petchmanee, T.2
Sahakitpichan, P.3
Litvinas, N.D.4
-
11
-
-
33646102443
-
-
doi:10.1016/XTETLET.2006.03.121
-
(c) Yamaguchi, T. Fukuda, F. Ishibashi, M. Iwao, Tetrahedron Lett. 2006, 47, 3755. doi:10.1016/XTETLET.2006.03.121
-
(2006)
Tetrahedron Lett
, vol.47
, pp. 3755
-
-
Yamaguchi, T.1
Fukuda, F.2
Ishibashi, M.I.3
-
13
-
-
0030745917
-
-
doi:10.1002/ANIE.199701551
-
(a) A. Heim, A.Terpin, W. Steglich, Angew. Chem. Int. Ed. Engl. 1997, 36, 155. doi:10.1002/ANIE.199701551
-
(1997)
Angew. Chem. Int. Ed. Engl
, vol.36
, pp. 155
-
-
Heim, A.1
Terpin, A.2
Steglich, W.3
-
14
-
-
0034599354
-
-
C. Peschko, C. Winklhofer, W. Steglich, Chem. Eur. J. 2000, 6, 1147. doi:10.1002/(SICI)1521-3765(20000403)6:7<1147:: AIDCHEMl 147>3.3.CO;2-T
-
(b) C. Peschko, C. Winklhofer, W. Steglich, Chem. Eur. J. 2000, 6, 1147. doi:10.1002/(SICI)1521-3765(20000403)6:7<1147:: AIDCHEMl 147>3.3.CO;2-T
-
-
-
-
15
-
-
33749515959
-
-
(c) C. Peschko, C. Winklhofer, A. Terpin, W. Steglich, Synthesis 2006, 3048.
-
(2006)
Synthesis
, pp. 3048
-
-
Peschko, C.1
Winklhofer, C.2
Terpin, A.3
Steglich, W.4
-
16
-
-
39049160344
-
-
unpublished observations
-
W. Steglich, unpublished observations.
-
-
-
Steglich, W.1
-
17
-
-
39049107713
-
-
We have demonstrated that pyrroles tethered, through nitrogen, to acrylate residues undergo smooth, acid-promoted intramolecular Michael addition reactions to form tetrahydroindolizidines
-
We have demonstrated that pyrroles tethered, through nitrogen, to acrylate residues undergo smooth, acid-promoted intramolecular Michael addition reactions to form tetrahydroindolizidines:
-
-
-
-
18
-
-
1642388423
-
-
doi:10.1039/B312552A
-
(a) M. G. Banwell, D. A. S. Beck, J. A. Smith, Org. Biomol. Chem. 2004, 2, 157. doi:10.1039/B312552A
-
(2004)
Org. Biomol. Chem
, vol.2
, pp. 157
-
-
Banwell, M.G.1
Beck, D.A.S.2
Smith, J.A.3
-
20
-
-
0031552569
-
-
doi:10.1002/ADMA,19970090905
-
A. Ion, I. Ion, A. Popescu, M. Ungureanu, J. -C. Moutet, E. Saint-Aman, Adv. Mater. 1997, 9, 711. doi:10.1002/ADMA,19970090905
-
(1997)
Adv. Mater
, vol.9
, pp. 711
-
-
Ion, A.1
Ion, I.2
Popescu, A.3
Ungureanu, M.4
Moutet, J.-C.5
Saint-Aman, E.6
-
21
-
-
0020641151
-
-
doi:10.1021/JM00361A003
-
S. A. Sadek, G. P. Basmadjian, P. M. Hsu, J. A. Rieger, J. Med. Chem. 1983, 26, 947. doi:10.1021/JM00361A003
-
(1983)
J. Med. Chem
, vol.26
, pp. 947
-
-
Sadek, S.A.1
Basmadjian, G.P.2
Hsu, P.M.3
Rieger, J.A.4
-
23
-
-
84993845537
-
-
(b) E. Diez-Barra, A. de la Hoz, A. Loupy, A. Sánchez- Migallón, J. Heterocycl. Chem. 1994, 31, 1715.
-
(1994)
J. Heterocycl. Chem
, vol.31
, pp. 1715
-
-
Diez-Barra, E.1
de la Hoz, A.2
Loupy, A.3
Sánchez- Migallón, A.4
-
24
-
-
37049127955
-
-
doi:10.1039/P19750000622
-
M. Lennon, A. McLean, G. R. Proctor, I. W. Sinclair, J. Chem. Soc., Perkin Trans. 1 1975, 622. doi:10.1039/P19750000622
-
(1975)
J. Chem. Soc., Perkin Trans. 1
, pp. 622
-
-
Lennon, M.1
McLean, A.2
Proctor, G.R.3
Sinclair, I.W.4
-
25
-
-
9944253219
-
-
doi:10.1016/XTETASY2004.11.005
-
P. Kumar, R. K. Upadhyay, R. K. Pandey, Tetrahedron Asymmetry 2004, 15, 3955. doi:10.1016/XTETASY2004.11.005
-
(2004)
Tetrahedron Asymmetry
, vol.15
, pp. 3955
-
-
Kumar, P.1
Upadhyay, R.K.2
Pandey, R.K.3
-
26
-
-
33947292856
-
-
doi:10.1021/JO00809A004
-
M. Fétizon, V. Balogh, M. Golfier, J. Org. Chem. 1971, 36, 1339. doi:10.1021/JO00809A004
-
(1971)
J. Org. Chem
, vol.36
, pp. 1339
-
-
Fétizon, M.1
Balogh, V.2
Golfier, M.3
-
28
-
-
0001687697
-
-
doi:10.1021/JO00172A059
-
T. Takata, R. Tajima, W. Ando, J. Org. Chem. 1983, 48, 4764. doi:10.1021/JO00172A059
-
(1983)
J. Org. Chem
, vol.48
, pp. 4764
-
-
Takata, T.1
Tajima, R.2
Ando, W.3
-
29
-
-
0009815577
-
-
See, for example, doi:10.1002/CBER.19671000428
-
See, for example, P. Boldt, Chem. Ber. 1967, 100, 1270. doi:10.1002/CBER.19671000428
-
(1967)
Chem. Ber
, vol.100
, pp. 1270
-
-
Boldt, P.1
-
30
-
-
33749100408
-
-
doi:10.1039/A806552G
-
G. R. Deviprasad, B. Keshavan, F. D'Souza, J. Chem. Soc., Perkin Trans. 1 1998, 3133. doi:10.1039/A806552G
-
(1998)
J. Chem. Soc., Perkin Trans. 1
, pp. 3133
-
-
Deviprasad, G.R.1
Keshavan, B.2
D'Souza, F.3
-
32
-
-
0032998885
-
-
doi:10.1515/BC1999.085
-
M. García-Moreno, M. Moreno-Conesa, J. N. Rodriguez-Lopez, F. García-Cánovas, R. Varón, Biol. Chem. 1999, 380, 689. doi:10.1515/BC1999.085
-
(1999)
Biol. Chem
, vol.380
, pp. 689
-
-
García-Moreno, M.1
Moreno-Conesa, M.2
Rodriguez-Lopez, J.N.3
García-Cánovas, F.4
Varón, R.5
-
33
-
-
0002495415
-
-
doi:10.1016/ S0040-4039(00)80182-3
-
A. Pelter, S. Elgendy, Tetrahedron Lett. 1988, 29, 677. doi:10.1016/ S0040-4039(00)80182-3
-
(1988)
Tetrahedron Lett
, vol.29
, pp. 677
-
-
Pelter, A.1
Elgendy, S.2
-
34
-
-
0036313821
-
-
For closely related applications of this reagent combination see: (a) I. Moreno, I. Tellitu, E. Dominguez, R. SanMartín, Eur. J. Org. Chem. 2002, 2126. doi:10.1002/1099-0690(200207)2002:13<2126:: AID-EJOC2126>3.0.CO;2-A
-
For closely related applications of this reagent combination see: (a) I. Moreno, I. Tellitu, E. Dominguez, R. SanMartín, Eur. J. Org. Chem. 2002, 2126. doi:10.1002/1099-0690(200207)2002:13<2126:: AID-EJOC2126>3.0.CO;2-A
-
-
-
-
35
-
-
39049153603
-
-
Reference [5c
-
(b) Reference [5c].
-
-
-
-
37
-
-
22744435286
-
-
doi:10.1039/B505946A
-
E. J. Land, A. Perona, C. A. Ramsden, P. A. Riley, Org. Biomol. Chem. 2005, 3, 2387. doi:10.1039/B505946A
-
(2005)
Org. Biomol. Chem
, vol.3
, pp. 2387
-
-
Land, E.J.1
Perona, A.2
Ramsden, C.A.3
Riley, P.A.4
-
38
-
-
0009758702
-
-
CBER. 19851180202, doi:10.1002
-
(a) W. Lösel, H. Daniel, Chem. Ber. 1985, 118, 413. doi:10.1002/ CBER. 19851180202
-
(1985)
Chem. Ber
, vol.118
, pp. 413
-
-
Lösel, W.1
Daniel, H.2
-
39
-
-
0034940012
-
-
doi:10.1055/S-2001-15154
-
(b) I. Moreno, I. Tellitu, R. SanMartin, E. Domínguez, Synlett 2001, 1161, doi:10.1055/S-2001-15154
-
(2001)
Synlett
, pp. 1161
-
-
Moreno, I.1
Tellitu, I.2
SanMartin, R.3
Domínguez, E.4
-
40
-
-
26944436245
-
-
G. D. Williams, C. E. Wade, M. Wills, Chem. Commun. 2005, 4735.doi:10.1039/B509231K
-
(c) G. D. Williams, C. E. Wade, M. Wills, Chem. Commun. 2005, 4735.doi:10.1039/B509231K
-
-
-
-
41
-
-
33751554339
-
-
doi:10.1021/JO00313A019
-
B. L. Bray, P. H. Mathies, R. Naef, D. R. Solas, T. T. Tidwell, D. R. Artis, J. M. Muchowski, J. Org. Chem. 1990, 55, 6317. doi:10.1021/JO00313A019
-
(1990)
J. Org. Chem
, vol.55
, pp. 6317
-
-
Bray, B.L.1
Mathies, P.H.2
Naef, R.3
Solas, D.R.4
Tidwell, T.T.5
Artis, D.R.6
Muchowski, J.M.7
-
42
-
-
32344433949
-
-
For a very useful description of the Kumada cross-coupling reaction see, Elsevier Academic Press: Burlington, MA, and references therein
-
For a very useful description of the Kumada cross-coupling reaction see L. Kürti, B. Czakó, Strategic Applications of Named Reactions in Organic Synthesis 2005, pp. 258-259 (Elsevier Academic Press: Burlington, MA), and references therein.
-
(2005)
Strategic Applications of Named Reactions in Organic Synthesis
, pp. 258-259
-
-
Kürti, L.1
Czakó, B.2
-
43
-
-
0345948828
-
-
N. A. Bumagin, A. F. Nikitina, I. P. Beletskaya, Zh. Org. Khim. 1994, 30, 1537.
-
(1994)
Zh. Org. Khim
, vol.30
, pp. 1537
-
-
Bumagin, N.A.1
Nikitina, A.F.2
Beletskaya, I.P.3
-
44
-
-
0000863358
-
-
doi:10.1246/BCSX56.533
-
M. M. Ito, Y. Nomura, Y. Takeuchi, S. Tomoda, Bull. Chem. Soc. Jpn. 1983, 56, 533. doi:10.1246/BCSX56.533
-
(1983)
Bull. Chem. Soc. Jpn
, vol.56
, pp. 533
-
-
Ito, M.M.1
Nomura, Y.2
Takeuchi, Y.3
Tomoda, S.4
-
45
-
-
0023401784
-
-
doi:10.1002/POLA.1987.080250811
-
E. T. Kang, K. G. Neoh, T. C. Tan, Y. K. Ong, J. Polym. Sci., Part A: Polym. Chem. 1987, 25, 2143. doi:10.1002/POLA.1987.080250811
-
(1987)
J. Polym. Sci., Part A: Polym. Chem
, vol.25
, pp. 2143
-
-
Kang, E.T.1
Neoh, K.G.2
Tan, T.C.3
Ong, Y.K.4
-
46
-
-
0023930271
-
-
doi:10.1021/JO00238A004
-
(a) P. N. Confalone, E. M. Huie, S. S. Ko, G. M. Cole, J. Org. Chem. 1988, 53, 482. doi:10.1021/JO00238A004
-
(1988)
J. Org. Chem
, vol.53
, pp. 482
-
-
Confalone, P.N.1
Huie, E.M.2
Ko, S.S.3
Cole, G.M.4
-
47
-
-
7044239576
-
-
doi:10.1021/OL048771L
-
(b) D. M. Shendage, R. Fröhlich, G. Haufe, Org. Lett. 2004, 6, 3675. doi:10.1021/OL048771L
-
(2004)
Org. Lett
, vol.6
, pp. 3675
-
-
Shendage, D.M.1
Fröhlich, R.2
Haufe, G.3
-
48
-
-
0001116839
-
-
doi:10.1021/JA00185A039
-
V. A. Burgess, C. J. Easton, M. P. Hay, J. Am. Chem. Soc. 1989, 111, 1047. doi:10.1021/JA00185A039
-
(1989)
J. Am. Chem. Soc
, vol.111
, pp. 1047
-
-
Burgess, V.A.1
Easton, C.J.2
Hay, M.P.3
-
49
-
-
33845556549
-
-
doi:10.1021/JA00413A013
-
E. C. Taylor, J. G. Andrade, G. J. H. Rail, I. J. Turchi, K. Steliou, G. E. Jagdmann, Jr, A. McKillop, J.Am. Chem. Soc. 1981, 103, 6856. doi:10.1021/JA00413A013
-
(1981)
J.Am. Chem. Soc
, vol.103
, pp. 6856
-
-
Taylor, E.C.1
Andrade, J.G.2
Rail, G.J.H.3
Turchi, I.J.4
Steliou, K.5
Jagdmann Jr, G.E.6
McKillop, A.7
-
50
-
-
0037136379
-
-
doi: 10.1016/S0040-4020(02)00792-5
-
Q. Zhang, G. Tu, Y. Zhao, T. Cheng, Tetrahedron 2002, 58, 6795. doi: 10.1016/S0040-4020(02)00792-5
-
(2002)
Tetrahedron
, vol.58
, pp. 6795
-
-
Zhang, Q.1
Tu, G.2
Zhao, Y.3
Cheng, T.4
-
51
-
-
0036862092
-
-
H. El-Subbagh, T. Wittig, M. Decker, S. Elz, M. Nieger, J. Lehmann, Arch. Pharm. Pharm. Med. Chem. 2002,335, 443. doi:10.1002/1521-4184(200212)335:9<443::AID-ARDP443>3.0.CO;2-U
-
H. El-Subbagh, T. Wittig, M. Decker, S. Elz, M. Nieger, J. Lehmann, Arch. Pharm. Pharm. Med. Chem. 2002,335, 443. doi:10.1002/1521-4184(200212)335:9<443::AID-ARDP443>3.0.CO;2-U
-
-
-
-
52
-
-
0011163671
-
-
Syntheses of the (±)-form of crispine A: (a) F. M. Schell, A. M. Smith, Tetrahedron Lett. 1983, 24, 1883. doi:10.1016/S0040 -4039(00)81796-7
-
Syntheses of the (±)-form of crispine A: (a) F. M. Schell, A. M. Smith, Tetrahedron Lett. 1983, 24, 1883. doi:10.1016/S0040 -4039(00)81796-7
-
-
-
-
53
-
-
0001744823
-
-
(b) K. Orito, T. Matsuzaki, H. Suginome, R. Rodrigo, Heterocycles 1988, 27, 2403.
-
(1988)
Heterocycles
, vol.27
, pp. 2403
-
-
Orito, K.1
Matsuzaki, T.2
Suginome, H.3
Rodrigo, R.4
-
56
-
-
33846442000
-
-
doi:10.1016/J.TET.2006. 12.041
-
(e) F. D. King, Tetrahedron 2007, 63, 2053. doi:10.1016/J.TET.2006. 12.041
-
(2007)
Tetrahedron
, vol.63
, pp. 2053
-
-
King, F.D.1
-
57
-
-
33746657632
-
-
Enantioselective syntheses of the (+)-form of crispine A have been reported recently: (a) T. R. Wu, J. M. Chong, J. Am. Chem. Soc. 2006, 128, 9646. doi:10.1021/JA0636791
-
Enantioselective syntheses of the (+)-form of crispine A have been reported recently: (a) T. R. Wu, J. M. Chong, J. Am. Chem. Soc. 2006, 128, 9646. doi:10.1021/JA0636791
-
-
-
-
58
-
-
33847641077
-
-
doi:10.1016/J.TETASY.2007.01.014
-
(b) J. Szawkalo, S. J. Czarnocki, A. Zawadzka, K. Wojtasiewicz, A. Leniewski, J. K. Maurin, Z. Czarnocki, J. Drabowicz, Tetrahedron Asymmetry 2007, 18, 406. doi:10.1016/J.TETASY.2007.01.014
-
(2007)
Tetrahedron Asymmetry
, vol.18
, pp. 406
-
-
Szawkalo, J.1
Czarnocki, S.J.2
Zawadzka, A.3
Wojtasiewicz, K.4
Leniewski, A.5
Maurin, J.K.6
Czarnocki, Z.7
Drabowicz, J.8
-
60
-
-
0020366560
-
-
For releated reductions of pyrroles with Zn/HCl, see: (a) D. P. Schumacher, S. S. Hall, J. Am. Chem. Soc. 1982, 104, 6076. doi:10.1021/JA00386A039
-
For releated reductions of pyrroles with Zn/HCl, see: (a) D. P. Schumacher, S. S. Hall, J. Am. Chem. Soc. 1982, 104, 6076. doi:10.1021/JA00386A039
-
-
-
-
62
-
-
0031059866
-
-
DENZO-SMN Z. Otwinowski, W. Minor, Processing of X-Ray Diffraction Data Collected in Oscillation Mode, in Methods in Enzymology, 276: Macromolecular Crystallography, Part A (Eds C. W. Carter, Jr, R. M. Sweet) 1997, pp. 307-326 (Academic Press: New York, NY).
-
DENZO-SMN Z. Otwinowski, W. Minor, "Processing of X-Ray Diffraction Data Collected in Oscillation Mode", in Methods in Enzymology, Volume 276: Macromolecular Crystallography, Part A (Eds C. W. Carter, Jr, R. M. Sweet) 1997, pp. 307-326 (Academic Press: New York, NY).
-
-
-
-
63
-
-
0000604488
-
-
doi:10.1107/S002188989400021X
-
A. Altomare, G. Cascarano, C. Giacovazzo, A. Guagliardi, M. C. Burla, G. Polidori, M. Camalli, J. Appl. Crystallogr. 1994, 27, 435. doi:10.1107/S002188989400021X
-
(1994)
J. Appl. Crystallogr
, vol.27
, pp. 435
-
-
Altomare, A.1
Cascarano, G.2
Giacovazzo, C.3
Guagliardi, A.4
Burla, M.C.5
Polidori, G.6
Camalli, M.7
-
64
-
-
1242313195
-
-
doi:10.1107/ S0021889803021800
-
P. W. Betteridge, J. R. Carruthers, R. I. Cooper, K. Prout, D. J. Watkin, J. Appl. Crystallogr. 2003, 36, 1487. doi:10.1107/ S0021889803021800
-
(2003)
J. Appl. Crystallogr
, vol.36
, pp. 1487
-
-
Betteridge, P.W.1
Carruthers, J.R.2
Cooper, R.I.3
Prout, K.4
Watkin, D.J.5
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