-
2
-
-
0000702878
-
-
b) C. P. Jasperse, D. P. Curran, and T. L. Fevig, Chem. Rev., 91, 1237 (1991);
-
(1991)
Chem. Rev.
, vol.91
, pp. 1237
-
-
Jasperse, C.P.1
Curran, D.P.2
Fevig, T.L.3
-
4
-
-
0000414557
-
-
d) J. Iqbal, B. Bhatia, and N. K. Nayyar, Chem. Rev., 94, 519 (1994);
-
(1994)
Chem. Rev.
, vol.94
, pp. 519
-
-
Iqbal, J.1
Bhatia, B.2
Nayyar, N.K.3
-
6
-
-
0013469228
-
-
a) K. Narasaka, N. Miyoshi, K. Iwakura, and T. Okauchi, Chem. Lett., 1989, 2169;
-
Chem. Lett.
, vol.1989
, pp. 2169
-
-
Narasaka, K.1
Miyoshi, N.2
Iwakura, K.3
Okauchi, T.4
-
8
-
-
0013535660
-
-
c) K. Narasaka, K. Iwakura, and T. Okauchi, Chem. Lett., 1991, 515;
-
Chem. Lett.
, vol.1991
, pp. 515
-
-
Narasaka, K.1
Iwakura, K.2
Okauchi, T.3
-
9
-
-
0013535661
-
-
d) K. Narasaka, T. Okauchi, and N. Arai, Chem. Lett., 1992, 1229;
-
Chem. Lett.
, vol.1992
, pp. 1229
-
-
Narasaka, K.1
Okauchi, T.2
Arai, N.3
-
14
-
-
0000002562
-
-
a) N. Iwasawa, S. Hayakawa, K. Isobe, and K. Narasaka, Chem. Lett., 1991, 1193;
-
Chem. Lett.
, vol.1991
, pp. 1193
-
-
Iwasawa, N.1
Hayakawa, S.2
Isobe, K.3
Narasaka, K.4
-
15
-
-
0000814554
-
-
b) N. Iwasawa, S. Hayakawa, M. Funahashi, K. Isobe, and K. Narasaka, Bull. Chem. Soc. Jpn., 66, 819 (1993).
-
(1993)
Bull. Chem. Soc. Jpn.
, vol.66
, pp. 819
-
-
Iwasawa, N.1
Hayakawa, S.2
Funahashi, M.3
Isobe, K.4
Narasaka, K.5
-
16
-
-
0021921867
-
-
For reviews, see: a) H. M. R. Hoffmann and J. Rabe, Angew. Chem., Int. Ed. Engl., 24, 94 (1985);
-
(1985)
Angew. Chem., Int. Ed. Engl.
, vol.24
, pp. 94
-
-
Hoffmann, H.M.R.1
Rabe, J.2
-
17
-
-
0029987404
-
-
b) B. M. Franga, Nat. Prod. Rep., 13, 307 (1996); 14, 145 (1997); 15, 73 (1998).
-
(1996)
Nat. Prod. Rep.
, vol.13
, pp. 307
-
-
Franga, B.M.1
-
18
-
-
0030939920
-
-
b) B. M. Franga, Nat. Prod. Rep., 13, 307 (1996); 14, 145 (1997); 15, 73 (1998).
-
(1997)
Nat. Prod. Rep.
, vol.14
, pp. 145
-
-
-
19
-
-
0039373838
-
-
b) B. M. Franga, Nat. Prod. Rep., 13, 307 (1996); 14, 145 (1997); 15, 73 (1998).
-
(1998)
Nat. Prod. Rep.
, vol.15
, pp. 73
-
-
-
20
-
-
0013468956
-
-
For preliminary communications, see: a) N. Iwasawa, M. Funahashi, S. Hayakawa, and K. Narasaka, Chem. Lett., 1993, 545;
-
Chem. Lett.
, vol.1993
, pp. 545
-
-
Iwasawa, N.1
Funahashi, M.2
Hayakawa, S.3
Narasaka, K.4
-
21
-
-
0013469480
-
-
b) N. Iwasawa, M. Funahashi, and K. Narasaka, Chem. Lett., 1994, 1697.
-
Chem. Lett.
, vol.1994
, pp. 1697
-
-
Iwasawa, N.1
Funahashi, M.2
Narasaka, K.3
-
24
-
-
0000315424
-
Radical cyclizations and sequential radical reactions
-
ed by B. M. Trost, Pergamon Press, New York
-
c) D. P. Curran, "Radical Cyclizations and Sequential Radical Reactions," in "Comprehensive Organic Synthesis," ed by B. M. Trost, Pergamon Press, New York (1991), Vol. 4, p. 779.
-
(1991)
Comprehensive Organic Synthesis
, vol.4
, pp. 779
-
-
Curran, D.P.1
-
25
-
-
0001432697
-
-
S. Matsuzawa, Y. Horiguchi, E. Nakamura, and I. Kuwajima, Tetrahedron, 45, 349 (1989).
-
(1989)
Tetrahedron
, vol.45
, pp. 349
-
-
Matsuzawa, S.1
Horiguchi, Y.2
Nakamura, E.3
Kuwajima, I.4
-
26
-
-
0001773492
-
-
a) H. E. Simmons, T. L. Cairns, S. A. Vladuchick, and C. M. Heiness, Org. React., 20, 1 (1973);
-
(1973)
Org. React.
, vol.20
, pp. 1
-
-
Simmons, H.E.1
Cairns, T.L.2
Vladuchick, S.A.3
Heiness, C.M.4
-
27
-
-
0002402813
-
-
b) J. Furukawa, N. Kawabata, and J. Nishimura, Tetrahedron Lett., 1968, 3495.
-
Tetrahedron Lett.
, vol.1968
, pp. 3495
-
-
Furukawa, J.1
Kawabata, N.2
Nishimura, J.3
-
28
-
-
0013503358
-
-
note
-
The reaction was carried out employing a mixture of diastereomeric cyclopropanols. It was expected that either isomer produced the same β-keto radical.
-
-
-
-
34
-
-
0026085339
-
-
c) A. L. J. Beckwith, V. W. Bowry, and C. H. Schiesser, Tetrahedron, 47, 121 (1991);
-
(1991)
Tetrahedron
, vol.47
, pp. 121
-
-
Beckwith, A.L.J.1
Bowry, V.W.2
Schiesser, C.H.3
-
35
-
-
0025784186
-
-
d) C. Gennari, G. Poli, C. Scolastico, and M. Vassallo, Tetrahedron: Asymmetry, 2, 793 (1991);
-
(1991)
Tetrahedron: Asymmetry
, vol.2
, pp. 793
-
-
Gennari, C.1
Poli, G.2
Scolastico, C.3
Vassallo, M.4
-
37
-
-
0000255655
-
-
f) W. Damm, B. Giese, J. Hartung, T. Hasskerl, K. N. Houk, O. Hüter, and H. Zipse, J. Am. Chem. Soc., 114, 4067 (1992);
-
(1992)
J. Am. Chem. Soc.
, vol.114
, pp. 4067
-
-
Damm, W.1
Giese, B.2
Hartung, J.3
Hasskerl, T.4
Houk, K.N.5
Hüter, O.6
Zipse, H.7
-
39
-
-
0028931516
-
-
h) T. Takahashi, W. Katouda, Y. Sakamoto, S. Tomida, and H. Yamada, Tetrahedron Lett., 36, 2273 (1995);
-
(1995)
Tetrahedron Lett.
, vol.36
, pp. 2273
-
-
Takahashi, T.1
Katouda, W.2
Sakamoto, Y.3
Tomida, S.4
Yamada, H.5
-
40
-
-
0001759661
-
-
i) M. P. Bertrand, I. D. Riggi, C. Lesueur, S. Gastaldi, R. Nouguier, C. Jamie, and A. Virgili, J. Org. Chem., 60, 6040 (1995).
-
(1995)
J. Org. Chem.
, vol.60
, pp. 6040
-
-
Bertrand, M.P.1
Riggi, I.D.2
Lesueur, C.3
Gastaldi, S.4
Nouguier, R.5
Jamie, C.6
Virgili, A.7
-
41
-
-
0013468957
-
-
note
-
11b) MM2 calculations by use of Materia Ver. 3.0 were performed on Sun Sparc 10. The program was purchased from Teijin System Technology Ltd.
-
-
-
-
42
-
-
84986437005
-
-
2 IMPACT R10000 ; F. Mohamadi, N. G. J. Ricahrds, W. C. Guia, R. Liskamp, C. Caufield, G. Chang, T. Hendrickson, and W. C. Still, J. Comput. Chem., 11, 440 (1990).
-
(1990)
J. Comput. Chem.
, vol.11
, pp. 440
-
-
Mohamadi, F.1
Ricahrds, N.G.J.2
Guia, W.C.3
Liskamp, R.4
Caufield, C.5
Chang, G.6
Hendrickson, T.7
Still, W.C.8
-
46
-
-
0002273790
-
-
(formula presented) Chart 1. Scheme for Ref. 15
-
d) K. I. Booker-Milburn, B. Cox, and T. E. Mansley, J. Chem. Soc., Chem. Commun., 1996, 2577. (formula presented) Chart 1. Scheme for Ref. 15.
-
J. Chem. Soc., Chem. Commun.
, vol.1996
, pp. 2577
-
-
Booker-Milburn, K.I.1
Cox, B.2
Mansley, T.E.3
-
47
-
-
0013502821
-
-
note
-
3 in the presence of 1-(t-butyldimethylsiloxy)-1-phenylethene was attempted according to Ref. 14. However, the addition product 17 was not obtained at all, and a chlorinated product 41 was obtained in 33% yield (Chart 1).
-
-
-
-
48
-
-
0001765247
-
-
H-y He, D. J. Faulkner, J. S. Shumsky, K. Hong, and J. Clardy, J. Org. Chem., 54, 2511 (1989). 3-Isopropyl-6-isothiocyanato-6, 10-dimethylbicyclo[5.3.0]dec-2-ene is the correct IUPAC nomenclature for this natural product, but 10-isothiocyanatoguaia-6-ene, which was used in the original paper, was employed in this paper for convenience.
-
(1989)
J. Org. Chem.
, vol.54
, pp. 2511
-
-
He, H.-Y.1
Faulkner, D.J.2
Shumsky, J.S.3
Hong, K.4
Clardy, J.5
-
49
-
-
0003607449
-
-
John Wiley and Sons, New York
-
a) C. H. Heathcock, S. L. Graham, M. C. Pirrung, F. Plavac, and C. T. White, "The Total Synthesis of Natural Products," John Wiley and Sons, New York (1982), Vol. 5;
-
(1982)
The Total Synthesis of Natural Products
, vol.5
-
-
Heathcock, C.H.1
Graham, S.L.2
Pirrung, M.C.3
Plavac, F.4
White, C.T.5
-
51
-
-
0025307852
-
-
For examples, see: c) J. B. P. A. Wijinberg, L. H. D. Jenniskens, G. A. Brunekreef, and A. de Groot, J. Org. Chem., 55, 941 (1990);
-
(1990)
J. Org. Chem.
, vol.55
, pp. 941
-
-
Wijinberg, J.B.P.A.1
Jenniskens, L.H.D.2
Brunekreef, G.A.3
De Groot, A.4
-
52
-
-
0001599922
-
-
d) L. H. D. Jenniskens, J. B. P. A. Wijinberg, and A. de Groot, J. Org. Chem., 56, 6585 (1991);
-
(1991)
J. Org. Chem.
, vol.56
, pp. 6585
-
-
Jenniskens, L.H.D.1
Wijinberg, J.B.P.A.2
De Groot, A.3
-
55
-
-
0030068724
-
-
a) H. Hirota, Y. Tomono, and N. Fusetani, Tetrahedron, 52, 2359 (1996);
-
(1996)
Tetrahedron
, vol.52
, pp. 2359
-
-
Hirota, H.1
Tomono, Y.2
Fusetani, N.3
-
56
-
-
0030131103
-
-
For reviews on marine natural products, see: b) D. J. Faulkner, Nat. Prod. Rep., 13, 75 (1996); 14, 259 (1997); 15, 113 (1998).
-
(1996)
Nat. Prod. Rep.
, vol.13
, pp. 75
-
-
Faulkner, D.J.1
-
57
-
-
0030841236
-
-
For reviews on marine natural products, see: b) D. J. Faulkner, Nat. Prod. Rep., 13, 75 (1996); 14, 259 (1997); 15, 113 (1998).
-
(1997)
Nat. Prod. Rep.
, vol.14
, pp. 259
-
-
-
58
-
-
0032054664
-
-
For reviews on marine natural products, see: b) D. J. Faulkner, Nat. Prod. Rep., 13, 75 (1996); 14, 259 (1997); 15, 113 (1998).
-
(1998)
Nat. Prod. Rep.
, vol.15
, pp. 113
-
-
-
59
-
-
85023313060
-
-
For some examples of the synthesis of sesquiterpene isothiocyanates of marine origin, see; a) D. J. Hart and C-S. Lai, Synlett, 1989, 49;
-
Synlett
, vol.1989
, pp. 49
-
-
Hart, D.J.1
Lai, C.-S.2
-
60
-
-
0000489638
-
-
b) Chenera, C.-P. Chuang, D. J. Hart, and C.-S. Lai, J. Org. Chem., 57, 2018 (1992);
-
(1992)
J. Org. Chem.
, vol.57
, pp. 2018
-
-
Chenera1
Chuang, C.-P.2
Hart, D.J.3
Lai, C.-S.4
-
61
-
-
0027074329
-
-
c) H. Nakamura, B. Ye, and A. Murai, Tetrahedron Lett., 33, 8113 (1992);
-
(1992)
Tetrahedron Lett.
, vol.33
, pp. 8113
-
-
Nakamura, H.1
Ye, B.2
Murai, A.3
-
62
-
-
0029918107
-
-
d) B. Ye, H. Nakamura, and A. Murai, Tetrahedron, 52, 6361 (1996).
-
(1996)
Tetrahedron
, vol.52
, pp. 6361
-
-
Ye, B.1
Nakamura, H.2
Murai, A.3
-
64
-
-
26844522419
-
-
T. Imamoto, N. Takiyama, K. Nakamura, T. Hatajima, and Y. Kamiya, J. Am. Chem. Soc., 111, 4392 (1989).
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 4392
-
-
Imamoto, T.1
Takiyama, N.2
Nakamura, K.3
Hatajima, T.4
Kamiya, Y.5
-
65
-
-
0013468817
-
-
note
-
The stereochemistry of the hydroxy group was deduced from the coupling constant (J = 11.6 Hz) of the proton on C-2.
-
-
-
-
69
-
-
0000679590
-
Reduction of saturated alcohols and amines to alkanes
-
ed by B. M. Trost, Pergamon Press, New York
-
d) S. W. McCombie, "Reduction of Saturated Alcohols and Amines to Alkanes," in "Comprehensive Organic Synthesis," ed by B. M. Trost, Pergamon Press, New York (1991), Vol. 8, p. 811.
-
(1991)
Comprehensive Organic Synthesis
, vol.8
, pp. 811
-
-
McCombie, S.W.1
-
70
-
-
0013502823
-
-
note
-
We have not rigorously established the stereochemistry of the addition reaction at this stage. However, the result of the following reductive olefination reaction strongly supported the stereochemistry as shown in 30.
-
-
-
-
73
-
-
0027368470
-
-
a) C. C. da Silva, V. Almagro, and A. J. Marsaioli, Tetrahedron Lett., 34, 6717 (1993);
-
(1993)
Tetrahedron Lett.
, vol.34
, pp. 6717
-
-
Da Silva, C.C.1
Almagro, V.2
Marsaioli, A.J.3
-
74
-
-
0028283057
-
-
b) C. C. da Silva, V. Almagro, J. Zukerman-Schpector, E. E. Castellano, and A. J. Marsaioli, J. Org. Chem., 59, 2880 (1994).
-
(1994)
J. Org. Chem.
, vol.59
, pp. 2880
-
-
Da Silva, C.C.1
Almagro, V.2
Zukerman-Schpector, J.3
Castellano, E.E.4
Marsaioli, A.J.5
-
76
-
-
0013469108
-
-
note
-
-1) spectra for thiocyano group.
-
-
-
-
77
-
-
0013469230
-
-
M. M. Ray, J. N. Adhya, D. Biswas, and S. N. Poddar, Aust. J. Chem., 19, 1737 (1966).
-
(1966)
Aust. J. Chem.
, vol.19
, pp. 1737
-
-
Ray, M.M.1
Adhya, J.N.2
Biswas, D.3
Poddar, S.N.4
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