-
1
-
-
77957033352
-
-
Brossi, A., Ed.; Academic Press: New York
-
(a) Martin, S. F. In The Alkaloids; Brossi, A., Ed.; Academic Press: New York, 1987; Vol. 30, p 251,
-
(1987)
The Alkaloids
, vol.30
, pp. 251
-
-
Martin, S.F.1
-
2
-
-
77956708370
-
-
Brossi, A., Ed.; Academic Press: New York
-
(b) Hoshino, O. In The Alkaloids; Brossi, A., Ed.; Academic Press: New York, 1998; Vol. 51, p 323.
-
(1998)
The Alkaloids
, vol.51
, pp. 323
-
-
Hoshino, O.1
-
3
-
-
0035984558
-
-
(c) Jin, Z.; Li, Z.; Huang, R. Nat. Prod, Rep. 2002, 19, 454.
-
(2002)
Nat. Prod. Rep.
, vol.19
, pp. 454
-
-
Jin, Z.1
Li, Z.2
Huang, R.3
-
4
-
-
0010652244
-
-
Isolation of (+)-crinamine: (a) Mason, L. H.; Puschett, E. R.; Wildman, W. C. J. Am. Chem. Soc. 1955, 77, 1253.
-
(1955)
J. Am. Chem. Soc.
, vol.77
, pp. 1253
-
-
Mason, L.H.1
Puschett, E.R.2
Wildman, W.C.3
-
5
-
-
85004331488
-
-
(b) Kobayashi, S.; Tokumoto, T.; Kihara, M.; Imakura, Y.; Shingu, T.; Taira, Z. Chem. Pharm. Bull. 1984, 32, 3015.
-
(1984)
Chem. Pharm. Bull.
, vol.32
, pp. 3015
-
-
Kobayashi, S.1
Tokumoto, T.2
Kihara, M.3
Imakura, Y.4
Shingu, T.5
Taira, Z.6
-
7
-
-
1642318909
-
-
Isolation of (-)-haemanthidine: (a) Boit, H. G. Chem. Ber. 1954, 87, 1339.
-
(1954)
Chem. Ber.
, vol.87
, pp. 1339
-
-
Boit, H.G.1
-
8
-
-
0016193388
-
-
(b) Takagi, S.; Yamaki, M. Yakugaku Zasshi 1974, 94, 617; Chem. Abstr. 1974, 81, 74924y.
-
(1974)
Yakugaku Zasshi.
, vol.94
, pp. 617
-
-
Takagi, S.1
Yamaki, M.2
-
9
-
-
0016193388
-
-
(b) Takagi, S.; Yamaki, M. Yakugaku Zasshi 1974, 94, 617; Chem. Abstr. 1974, 81, 74924y.
-
(1974)
Chem. Abstr.
, vol.81
-
-
-
11
-
-
0012043895
-
-
Total syntheses of (±)-haemanthidine and (±)-pretazettine: (d) Hendrickson, J. B.; Bogard, T. L.; Fisch, M. E. J. Am. Chem. Soc. 1970, 92, 5538.
-
(1970)
J. Am. Chem. Soc.
, vol.92
, pp. 5538
-
-
Hendrickson, J.B.1
Bogard, T.L.2
Fisch, M.E.3
-
12
-
-
0001138874
-
-
(e) Hendrickson, J. B.; Bogard, T. L.; Fisch, M. E.; Grossert, S.; Yoshimura, N. J. Am. Chem. Soc, 1974, 96, 7781.
-
(1974)
J. Am. Chem. Soc.
, vol.96
, pp. 7781
-
-
Hendrickson, J.B.1
Bogard, T.L.2
Fisch, M.E.3
Grossert, S.4
Yoshimura, N.5
-
15
-
-
0023267914
-
-
(h) Martin, S. F.; Davidsen, S. K.; Puckette, T. A. J. Org. Chem. 1987, 52, 1962.
-
(1987)
J. Org. Chem.
, vol.52
, pp. 1962
-
-
Martin, S.F.1
Davidsen, S.K.2
Puckette, T.A.3
-
16
-
-
0024787079
-
-
Formal total syntheses of (±)-haemanthidine and (±)-pretazettine: (i) Ishibashi, H.; Nakatani, H.; Iwatani, S.; Sato, T. ; Nakamura, N.; Ikeda, M. J. Chem. Soc., Chem. Commun. 1989, 1767.
-
(1989)
J. Chem. Soc., Chem. Commun.
, pp. 1767
-
-
Ishibashi, H.1
Nakatani, H.2
Iwatani, S.3
Sato, T.4
Nakamura, N.5
Ikeda, M.6
-
17
-
-
0027289151
-
-
(j) Ishibashi, H.; Uemura, N.; Nakatani, H.; Okazaki, M.; Sato, T.; Nakamura, N.; Ikeda, M. J. Org. Chem. 1993, 58, 2360.
-
(1993)
J. Org. Chem.
, vol.58
, pp. 2360
-
-
Ishibashi, H.1
Uemura, N.2
Nakatani, H.3
Okazaki, M.4
Sato, T.5
Nakamura, N.6
Ikeda, M.7
-
18
-
-
0034719244
-
-
Total syntheses of (-)-haemanthidine, (+)-prettazetine, and (+)-tazettine: (k) Baldwin, S. W.; Debenham, J. S. Org. Lett, 2000, 2, 99.
-
(2000)
Org. Lett.
, vol.2
, pp. 99
-
-
Baldwin, S.W.1
Debenham, J.S.2
-
19
-
-
0018951233
-
-
Total syntheses of (±)-tazettine and/or (± )-6a-epipretazettine: (a) Danishefsky, S.; Morris, J.; Mullen, G.; Gammill, R. J. Am. Chem. Soc. 1980, 102, 2838.
-
(1980)
J. Am. Chem. Soc.
, vol.102
, pp. 2838
-
-
Danishefsky, S.1
Morris, J.2
Mullen, G.3
Gammill, R.4
-
20
-
-
33845553216
-
-
(b) Danishefsky, S.; Morris, J.; Mullen, G.; Gammill, R. J. Am. Chem. Soc. 1982, 104, 7591.
-
(1982)
J. Am. Chem. Soc.
, vol.104
, pp. 7591
-
-
Danishefsky, S.1
Morris, J.2
Mullen, G.3
Gammill, R.4
-
21
-
-
0000560442
-
-
(c) White, J. D.; Chong, W. K. M.; Thirring, K. J. Org. Chem. 1983, 48, 2300.
-
(1983)
J. Org. Chem.
, vol.48
, pp. 2300
-
-
White, J.D.1
Chong, W.K.M.2
Thirring, K.3
-
22
-
-
0025180589
-
-
(d) Abelman, M. M.; Overman, L. E.; Tran, V. D. J. Am. Chem. Soc. 1990, 112, 6959.
-
(1990)
J. Am. Chem. Soc.
, vol.112
, pp. 6959
-
-
Abelman, M.M.1
Overman, L.E.2
Tran, V.D.3
-
23
-
-
0030482159
-
-
(e) Rigby, J. H.; Cavezza, A.; Ahmed, G. J. Am. Chem. Soc. 1996, 118, 12848.
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 12848
-
-
Rigby, J.H.1
Cavezza, A.2
Ahmed, G.3
-
24
-
-
0032557235
-
-
(f) Rigby, J. H.; Cavezza, A.; Heeg, M. J. J. Am. Chem. Soc 1998, 120, 3664.
-
(1998)
J. Am. Chem. Soc.
, vol.120
, pp. 3664
-
-
Rigby, J.H.1
Cavezza, A.2
Heeg, M.J.3
-
25
-
-
0043078708
-
-
For the formal total synthesis of (±)-6a-epipretazettine (synthetic compound by Wildman) see: Wildman, W. C.; Bailey, D. T. J. Am. Chem. Soc. 1969, 91, 150).
-
(1969)
J. Am. Chem. Soc.
, vol.91
, pp. 150
-
-
Wildman, W.C.1
Bailey, D.T.2
-
28
-
-
0001646515
-
-
(i) Baldwin, S. W.; Aube, J.; McPhail, A. T. J. Org. Chem. 1991, 56, 6546.
-
(1991)
J. Org. Chem.
, vol.56
, pp. 6546
-
-
Baldwin, S.W.1
Aube, J.2
McPhail, A.T.3
-
30
-
-
0030980780
-
-
(a) Mori, M.; Kuroda, S.; Zhang, C.-S.; Sato, Y. J. Org. Chem. 1997, 62, 3263.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 3263
-
-
Mori, M.1
Kuroda, S.2
Zhang, C.-S.3
Sato, Y.4
-
32
-
-
0033618303
-
-
(c) Nishimata, T.; Yamaguchi, K.; Mori, M. Tetrahedron Lett. 1999, 40, 5713.
-
(1999)
Tetrahedron Lett.
, vol.40
, pp. 5713
-
-
Nishimata, T.1
Yamaguchi, K.2
Mori, M.3
-
33
-
-
0010693053
-
-
(d) Mori, M.; Nishimata, T.; Nagasawa, Y.; Sato, Y. Adv. Synth. Catal. 2001, 343, 34.
-
(2001)
Adv. Synth. Catal.
, vol.343
, pp. 34
-
-
Mori, M.1
Nishimata, T.2
Nagasawa, Y.3
Sato, Y.4
-
34
-
-
0041154736
-
-
Asymmetric total syntheses of crinine-type alkaloids: (a) [(+)-Maritidine] Yamada, S.-I.; Tomioka, K.; Koga, K. Tetrahedron Lett. 1976, 57; Chem. Pharm. Bull. 1977, 25, 2681.
-
(1976)
Tetrahedron Lett.
, pp. 57
-
-
Yamada, S.-I.1
Tomioka, K.2
Koga, K.3
-
35
-
-
0017724269
-
-
Asymmetric total syntheses of crinine-type alkaloids: (a) [(+)-Maritidine] Yamada, S.-I.; Tomioka, K.; Koga, K. Tetrahedron Lett. 1976, 57; Chem. Pharm. Bull. 1977, 25, 2681.
-
(1977)
Chem. Pharm. Bull.
, vol.25
, pp. 2681
-
-
-
38
-
-
0001731905
-
-
J. Org. Chem. 1998, 63, 3607.
-
(1998)
J. Org. Chem.
, vol.63
, pp. 3607
-
-
-
39
-
-
0000892411
-
-
(d) Formal total synthesis of (+)-maritidine: Kita, Y.; Takeda, T.; Gyoten, M.; Tohma, H.; Zenk, M. H.; Eichhorn, J. J. Org. Chem. 1996, 61, 5857.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 5857
-
-
Kita, Y.1
Takeda, T.2
Gyoten, M.3
Tohma, H.4
Zenk, M.H.5
Eichhorn, J.6
-
41
-
-
1642297600
-
-
Marchant, J.; Oliveira-Campos, A. M. F.; Queiroz, M. J. R. P.; Raposo, M. M.; Shannon, P. V. R. J. Chem. Soc., Perkin Trans. 1 1993, 1879.
-
(1993)
J. Chem. Soc., Perkin Trans. 1
, pp. 1879
-
-
Marchant, J.1
Oliveira-Campos, A.M.F.2
Queiroz, M.J.R.P.3
Raposo, M.M.4
Shannon, P.V.R.5
-
43
-
-
1642281371
-
-
note
-
The ee values of 13 and 14 were determined by HPLC analysis (DAICEL Chiralpak AD, hexane/2-propanol (9:1) and DAICEL CHIRAL-PAK AS, hexane/2-propanol (9:1), respectively).
-
-
-
-
47
-
-
0000423379
-
-
A palladium-catalyzed reaction using allyl carbonate has been reported: (a) Tsuji, J.; Shimizu, I.; Minami, I.; Ohashi, Y. Tetrahedron Lett. 1982, 23, 4809.
-
(1982)
Tetrahedron Lett.
, vol.23
, pp. 4809
-
-
Tsuji, J.1
Shimizu, I.2
Minami, I.3
Ohashi, Y.4
-
48
-
-
33845379388
-
-
(b) Tsuji, J.; Shimizu, I.; Minami, I.; Ohashi, Y.; Sugiura, T.; Takahashi, K. J. Org. Chem. 1985, 50, 1523.
-
(1985)
J. Org. Chem.
, vol.50
, pp. 1523
-
-
Tsuji, J.1
Shimizu, I.2
Minami, I.3
Ohashi, Y.4
Sugiura, T.5
Takahashi, K.6
-
49
-
-
0001279801
-
-
Palladium-catalyzed allylation using allyl vinyl carbonate has been reported: (c) Tsuji, J.; Minami, I.; Shimizu, I. Tetrahedron Lett. 1983, 24, 1793.
-
(1983)
Tetrahedron Lett.
, vol.24
, pp. 1793
-
-
Tsuji, J.1
Minami, I.2
Shimizu, I.3
-
50
-
-
0013553595
-
-
(d) Shimizu, I.; Minami, I.; Tsuji, J. Tetrahedron Lett. 1983, 24, 1797.
-
(1983)
Tetrahedron Lett.
, vol.24
, pp. 1797
-
-
Shimizu, I.1
Minami, I.2
Tsuji, J.3
-
52
-
-
84988089982
-
-
A similar rearrangement has been reported. See: Csuzdi, E.; Pallagi, I.; Jerkovich, G.; Solyom, S. Synlett 1994, 429.
-
(1994)
Synlett
, pp. 429
-
-
Csuzdi, E.1
Pallagi, I.2
Jerkovich, G.3
Solyom, S.4
-
54
-
-
1642367610
-
-
(b) Salmond, W. G.; Barta, M. A.; Havens, J. L. J. Org. Chem. 1978, 21, 1357.
-
(1978)
J. Org. Chem.
, vol.21
, pp. 1357
-
-
Salmond, W.G.1
Barta, M.A.2
Havens, J.L.3
-
55
-
-
1642300870
-
-
note
-
3g,h,4a-c a compound having the methyl group on nitrogen (in our case, the tosyl group) was treated under the same reaction conditions to give only an α-methoxylated product.
-
-
-
-
56
-
-
0001759194
-
-
Kumar, H. M. S.; Reddy, B. V. S.; Mohanty, J. S.; Yadav, J. S. Tetrahedron Lett. 1997, 38, 3619.
-
(1997)
Tetrahedron Lett.
, vol.38
, pp. 3619
-
-
Kumar, H.M.S.1
Reddy, B.V.S.2
Mohanty, J.S.3
Yadav, J.S.4
|