-
2
-
-
17744398800
-
-
note
-
(b) (+)-Curcuphenol has been isolated from the Jamaican sponge, Didiscus oxeata.
-
-
-
-
3
-
-
0034697705
-
-
(a) Takabatake, K.; Nishi, I.; Shindo, M.; Shishido, K. J. Chem. Soc., Perkin Trans. 1 2000, 1807-1808.
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Takabatake, K.1
Nishi, I.2
Shindo, M.3
Shishido, K.4
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6
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3242709406
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(b) Yoshimura, T.; Kisyuku, H.; Kamei, T.; Takabatake, K.; Shindo, M.; Shishido, K. Arkivok 2003, 247-255.
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Arkivok
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Yoshimura, T.1
Kisyuku, H.2
Kamei, T.3
Takabatake, K.4
Shindo, M.5
Shishido, K.6
-
7
-
-
0019800187
-
-
For total syntheses of racemic curcuquinone, see: (a) Sánchez, I. H.; Lemini, C.; Joseph-Nathan, P. J. Org. Chem. 1981, 46, 4666-4667. (b) Ono, M.; Yamamoto, Y.; Todoriki, R.; Akita, H. Heterocycles 1994, 37, 181-185. (c) Ono, M.; Yamamoto, Y.; Akita, H. Chem. Pharm. Bull. 1995, 43, 553. (d) Vyryan, J. R.; Loitz, C.; Looper, R. E.; Mattingly, C. S.; Peterson, E. A.; Staben, S. T. J. Org. Chem. 2004, 6, 2461-2468.
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Sánchez, I.H.1
Lemini, C.2
Joseph-Nathan, P.3
-
8
-
-
0000602185
-
-
For total syntheses of racemic curcuquinone, see: (a) Sánchez, I. H.; Lemini, C.; Joseph-Nathan, P. J. Org. Chem. 1981, 46, 4666-4667. (b) Ono, M.; Yamamoto, Y.; Todoriki, R.; Akita, H. Heterocycles 1994, 37, 181-185. (c) Ono, M.; Yamamoto, Y.; Akita, H. Chem. Pharm. Bull. 1995, 43, 553. (d) Vyryan, J. R.; Loitz, C.; Looper, R. E.; Mattingly, C. S.; Peterson, E. A.; Staben, S. T. J. Org. Chem. 2004, 6, 2461-2468.
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Heterocycles
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Ono, M.1
Yamamoto, Y.2
Todoriki, R.3
Akita, H.4
-
9
-
-
0028914248
-
-
For total syntheses of racemic curcuquinone, see: (a) Sánchez, I. H.; Lemini, C.; Joseph-Nathan, P. J. Org. Chem. 1981, 46, 4666-4667. (b) Ono, M.; Yamamoto, Y.; Todoriki, R.; Akita, H. Heterocycles 1994, 37, 181-185. (c) Ono, M.; Yamamoto, Y.; Akita, H. Chem. Pharm. Bull. 1995, 43, 553. (d) Vyryan, J. R.; Loitz, C.; Looper, R. E.; Mattingly, C. S.; Peterson, E. A.; Staben, S. T. J. Org. Chem. 2004, 6, 2461-2468.
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Ono, M.1
Yamamoto, Y.2
Akita, H.3
-
10
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-
17744397480
-
-
For total syntheses of racemic curcuquinone, see: (a) Sánchez, I. H.; Lemini, C.; Joseph-Nathan, P. J. Org. Chem. 1981, 46, 4666-4667. (b) Ono, M.; Yamamoto, Y.; Todoriki, R.; Akita, H. Heterocycles 1994, 37, 181-185. (c) Ono, M.; Yamamoto, Y.; Akita, H. Chem. Pharm. Bull. 1995, 43, 553. (d) Vyryan, J. R.; Loitz, C.; Looper, R. E.; Mattingly, C. S.; Peterson, E. A.; Staben, S. T. J. Org. Chem. 2004, 6, 2461-2468.
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(2004)
J. Org. Chem.
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Vyryan, J.R.1
Loitz, C.2
Looper, R.E.3
Mattingly, C.S.4
Peterson, E.A.5
Staben, S.T.6
-
11
-
-
1342285532
-
-
For recent examples on the application of the benzannulation reaction in the total synthesis of natural products, see: (a) Rawat, M.; Wulff, W. D. Org. Lett. 2004, 6, 329-332. (b) Roush, W. R.; Neitz, R. J. J. Org. Chem. 2004, 69, 4906-4912. (c) Pulley, S. R.; Czakó, B. Tetrahedron Lett. 2004, 45, 5511-5514. (d) White, J. D.; Smits, H. Org. Lett. 2005, 7, 235-238.
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Org. Lett.
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Rawat, M.1
Wulff, W.D.2
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12
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3543033413
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For recent examples on the application of the benzannulation reaction in the total synthesis of natural products, see: (a) Rawat, M.; Wulff, W. D. Org. Lett. 2004, 6, 329-332. (b) Roush, W. R.; Neitz, R. J. J. Org. Chem. 2004, 69, 4906-4912. (c) Pulley, S. R.; Czakó, B. Tetrahedron Lett. 2004, 45, 5511-5514. (d) White, J. D.; Smits, H. Org. Lett. 2005, 7, 235-238.
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J. Org. Chem.
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Roush, W.R.1
Neitz, R.J.2
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13
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2942693996
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-
For recent examples on the application of the benzannulation reaction in the total synthesis of natural products, see: (a) Rawat, M.; Wulff, W. D. Org. Lett. 2004, 6, 329-332. (b) Roush, W. R.; Neitz, R. J. J. Org. Chem. 2004, 69, 4906-4912. (c) Pulley, S. R.; Czakó, B. Tetrahedron Lett. 2004, 45, 5511-5514. (d) White, J. D.; Smits, H. Org. Lett. 2005, 7, 235-238.
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(2004)
Tetrahedron Lett.
, vol.45
, pp. 5511-5514
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Pulley, S.R.1
Czakó, B.2
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14
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13444257702
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For recent examples on the application of the benzannulation reaction in the total synthesis of natural products, see: (a) Rawat, M.; Wulff, W. D. Org. Lett. 2004, 6, 329-332. (b) Roush, W. R.; Neitz, R. J. J. Org. Chem. 2004, 69, 4906-4912. (c) Pulley, S. R.; Czakó, B. Tetrahedron Lett. 2004, 45, 5511-5514. (d) White, J. D.; Smits, H. Org. Lett. 2005, 7, 235-238.
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Org. Lett.
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White, J.D.1
Smits, H.2
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(a) Dötz, K. H.; Kuhn, W.; Ackermann, K. Z. Naturforsch. 1983, 38b, 1351-1356.
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Wulff, W.D.3
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Dötz, K. H., Ed.; Springer: Heidelberg, Germany
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For a recent review, see: (b) Minatti, A.; Dötz, K. H. In Topics in Organometallic Chemistry; Dötz, K. H., Ed.; Springer: Heidelberg, Germany, 2004; pp 123-157. (c) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem., Int. Ed. 2000, 39, 3964-4002. (d) Dötz, K. H.; Tomuschat, P. Chem. Soc. Rev. 1999, 28, 187-198. For mechanistic details, see: (e) Wulff, W. D.; Bax, B. M.; Brandvold, T. A.; Chan, K. S.; Gilbert, A. M.; Hsung, R. P.; Mitchell, J.; Clardy, J. Organometallics 1994, 13, 102-126. (f) Barluenga, J.; Aznar, F.; Gutiérrez, I.; Martín, A.; García-Granda, S.; Llorca-Baragano, M. A. J. Am. Chem. Soc. 2000, 122, 1314-1342.
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Topics in Organometallic Chemistry
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Minatti, A.1
Dötz, K.H.2
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19
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0000036185
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For a recent review, see: (b) Minatti, A.; Dötz, K. H. In Topics in Organometallic Chemistry; Dötz, K. H., Ed.; Springer: Heidelberg, Germany, 2004; pp 123-157. (c) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem., Int. Ed. 2000, 39, 3964-4002. (d) Dötz, K. H.; Tomuschat, P. Chem. Soc. Rev. 1999, 28, 187-198. For mechanistic details, see: (e) Wulff, W. D.; Bax, B. M.; Brandvold, T. A.; Chan, K. S.; Gilbert, A. M.; Hsung, R. P.; Mitchell, J.; Clardy, J. Organometallics 1994, 13, 102-126. (f) Barluenga, J.; Aznar, F.; Gutiérrez, I.; Martín, A.; García-Granda, S.; Llorca-Baragano, M. A. J. Am. Chem. Soc. 2000, 122, 1314-1342.
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Schirmer, H.2
Duetsch, M.3
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0038524273
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For a recent review, see: (b) Minatti, A.; Dötz, K. H. In Topics in Organometallic Chemistry; Dötz, K. H., Ed.; Springer: Heidelberg, Germany, 2004; pp 123-157. (c) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem., Int. Ed. 2000, 39, 3964-4002. (d) Dötz, K. H.; Tomuschat, P. Chem. Soc. Rev. 1999, 28, 187-198. For mechanistic details, see: (e) Wulff, W. D.; Bax, B. M.; Brandvold, T. A.; Chan, K. S.; Gilbert, A. M.; Hsung, R. P.; Mitchell, J.; Clardy, J. Organometallics 1994, 13, 102-126. (f) Barluenga, J.; Aznar, F.; Gutiérrez, I.; Martín, A.; García-Granda, S.; Llorca-Baragano, M. A. J. Am. Chem. Soc. 2000, 122, 1314-1342.
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, pp. 187-198
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Dötz, K.H.1
Tomuschat, P.2
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21
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0001032829
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For a recent review, see: (b) Minatti, A.; Dötz, K. H. In Topics in Organometallic Chemistry; Dötz, K. H., Ed.; Springer: Heidelberg, Germany, 2004; pp 123-157. (c) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem., Int. Ed. 2000, 39, 3964-4002. (d) Dötz, K. H.; Tomuschat, P. Chem. Soc. Rev. 1999, 28, 187-198. For mechanistic details, see: (e) Wulff, W. D.; Bax, B. M.; Brandvold, T. A.; Chan, K. S.; Gilbert, A. M.; Hsung, R. P.; Mitchell, J.; Clardy, J. Organometallics 1994, 13, 102-126. (f) Barluenga, J.; Aznar, F.; Gutiérrez, I.; Martín, A.; García-Granda, S.; Llorca-Baragano, M. A. J. Am. Chem. Soc. 2000, 122, 1314-1342.
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(1994)
Organometallics
, vol.13
, pp. 102-126
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Wulff, W.D.1
Bax, B.M.2
Brandvold, T.A.3
Chan, K.S.4
Gilbert, A.M.5
Hsung, R.P.6
Mitchell, J.7
Clardy, J.8
-
22
-
-
0033998175
-
-
For a recent review, see: (b) Minatti, A.; Dötz, K. H. In Topics in Organometallic Chemistry; Dötz, K. H., Ed.; Springer: Heidelberg, Germany, 2004; pp 123-157. (c) de Meijere, A.; Schirmer, H.; Duetsch, M. Angew. Chem., Int. Ed. 2000, 39, 3964-4002. (d) Dötz, K. H.; Tomuschat, P. Chem. Soc. Rev. 1999, 28, 187-198. For mechanistic details, see: (e) Wulff, W. D.; Bax, B. M.; Brandvold, T. A.; Chan, K. S.; Gilbert, A. M.; Hsung, R. P.; Mitchell, J.; Clardy, J. Organometallics 1994, 13, 102-126. (f) Barluenga, J.; Aznar, F.; Gutiérrez, I.; Martín, A.; García-Granda, S.; Llorca-Baragano, M. A. J. Am. Chem. Soc. 2000, 122, 1314-1342.
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J. Am. Chem. Soc.
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Barluenga, J.1
Aznar, F.2
Gutiérrez, I.3
Martín, A.4
García-Granda, S.5
Llorca-Baragano, M.A.6
-
23
-
-
17744380178
-
-
note
-
3.
-
-
-
-
24
-
-
18844410382
-
-
(b) Gao, Y.; Hanson, R. M.; Klunder, J. M.; Ko, S. Y.; Masamune, H.; Sharpless, K. B. J. Am. Chem. Soc. 1987, 109, 5765-5780.
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J. Am. Chem. Soc.
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Gao, Y.1
Hanson, R.M.2
Klunder, J.M.3
Ko, S.Y.4
Masamune, H.5
Sharpless, K.B.6
-
25
-
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0000403341
-
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(c) Hashimoto, M.; Harigaya, H.; Yanagiya, M.; Shirahama, H. J. Org. Chem. 1991, 56, 2299-2311.
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Hashimoto, M.1
Harigaya, H.2
Yanagiya, M.3
Shirahama, H.4
-
28
-
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17744369049
-
-
note
-
Racemic aldehyde 7 is commercially available.
-
-
-
-
29
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0035945769
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-
Yamazaki, N.; Dokoshi, W.; Kibayashi, C. Org. Lett. 2001, 3, 193-196.
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Org. Lett.
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Yamazaki, N.1
Dokoshi, W.2
Kibayashi, C.3
-
31
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0000344537
-
-
For the synthesis of racemic 3,7-dimethyl-6-octene-1-yne 3, starting from racemic aldehyde 7, see: (a) Corey, E. J.; Fuchs, P. L. Tetrahedron. Lett. 1972, 36, 3769-3772. (b) Snider, B. B.; Killinger, T. A. J. Org. Chem. 1978, 43, 2161-2164.
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Tetrahedron. Lett.
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-
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Corey, E.J.1
Fuchs, P.L.2
-
32
-
-
0013628177
-
-
For the synthesis of racemic 3,7-dimethyl-6-octene-1-yne 3, starting from racemic aldehyde 7, see: (a) Corey, E. J.; Fuchs, P. L. Tetrahedron. Lett. 1972, 36, 3769-3772. (b) Snider, B. B.; Killinger, T. A. J. Org. Chem. 1978, 43, 2161-2164.
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-
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Snider, B.B.1
Killinger, T.A.2
-
33
-
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17744372446
-
-
note
-
Attempts to determine the enantiomeric excess of the natural product 1 did not meet with success as enantiomers of curcuquinone could not be separated on HPLC employing standard Chiralcel OD, OG, OB, Chiralpak AD, AS columns.
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