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Nakamura, H.; Kishi, Y.; Pajares, M. A.; Rando, R. R. Proc. Natl. Acad. Sci. U.S.A. 1989, 86, 9672. For reviews on this work, see: Rando, R. R.; Kishi, Y. Biochemistry 1992, 31, 2211; Kishi, Y.; Rando, R. R. Acc. Chem. Res. 1998, 31, 163.
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For reviews on this work, see:
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Nakamura, H.; Kishi, Y.; Pajares, M. A.; Rando, R. R. Proc. Natl. Acad. Sci. U.S.A. 1989, 86, 9672. For reviews on this work, see: Rando, R. R.; Kishi, Y. Biochemistry 1992, 31, 2211; Kishi, Y.; Rando, R. R. Acc. Chem. Res. 1998, 31, 163.
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4
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Nakamura, H.; Kishi, Y.; Pajares, M. A.; Rando, R. R. Proc. Natl. Acad. Sci. U.S.A. 1989, 86, 9672. For reviews on this work, see: Rando, R. R.; Kishi, Y. Biochemistry 1992, 31, 2211; Kishi, Y.; Rando, R. R. Acc. Chem. Res. 1998, 31, 163.
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Rando, R.R.2
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5
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0344036120
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Japan Sci. Soc.: Utrecht
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Fujiki, H.; Suganuma, M.; Tahira, T.; Yoshioka, A.; Nakayasu, M.; Endo, Y.; Shudo, K.; Takayama, S.; Moore, R. E.; Sugimura, T. Cellular Interactions by Environmental Tumor Promoters; Japan Sci. Soc.: Utrecht, 1984; pp 37-45.
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, pp. 37-45
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Fujiki, H.1
Suganuma, M.2
Tahira, T.3
Yoshioka, A.4
Nakayasu, M.5
Endo, Y.6
Shudo, K.7
Takayama, S.8
Moore, R.E.9
Sugimura, T.10
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6
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0000100105
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Endo, Y.; Hasegawa, M.; Itai, A.; Shudo, K.; Tori, M.; Asakawa, Y.; Sakai, S. Tetrahedron Lett. 1985, 26, 1069.
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Tetrahedron Lett.
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Endo, Y.1
Hasegawa, M.2
Itai, A.3
Shudo, K.4
Tori, M.5
Asakawa, Y.6
Sakai, S.7
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7
-
-
0345330021
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-
These models are quoted in reviews cited under reference .
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These models are quoted in reviews cited under reference .
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-
-
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8
-
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0025773572
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Kumagai, H.; Iijima, M.; Dobashi, K.; Naganawa, H.; Sawa, T.; Hamada, M.; Ishizuka, M.; Takeuchi, T. J. Antibiotics 1991, 44, 1029.
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Kumagai, H.1
Iijima, M.2
Dobashi, K.3
Naganawa, H.4
Sawa, T.5
Hamada, M.6
Ishizuka, M.7
Takeuchi, T.8
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9
-
-
0344467253
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-
The numbering system adopted in this paper corresponds to that of cytoblastin.
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The numbering system adopted in this paper corresponds to that of cytoblastin.
-
-
-
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10
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0029832318
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-
(a) Preliminary results were communicated in
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(a) Preliminary results were communicated in J. Am. Chem. Soc. 1996, 118, 8180.
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(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 8180
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-
-
11
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0344467251
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(b) This paper is largely based on the Dissertation of Harvard University, July
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(b) This paper is largely based on the Dissertation of Moreno, O. A., Harvard University, July, 1996.
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(1996)
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Moreno, O.A.1
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13
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0021462648
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Fujii, N.; Futaki, S.; Yasamura, K.; Yajima, H. Chem. Pharm. Bull. 1984, 32, 2660.
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Fujii, N.1
Futaki, S.2
Yasamura, K.3
Yajima, H.4
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14
-
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0000120488
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Weinreb, S. M.; Demko, D. M.; Lessen, T. A. Tetrahedron Lett. 1986, 27, 2099.
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(1986)
Tetrahedron Lett.
, vol.27
, pp. 2099
-
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Weinreb, S.M.1
Demko, D.M.2
Lessen, T.A.3
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16
-
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0344899019
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When the addition failed, the epoxide was quantitatively rearranged to the homobenzylic ketone.
-
When the addition failed, the epoxide was quantitatively rearranged to the homobenzylic ketone.
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-
-
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17
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33845375686
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Jin, H. ; Uenishi, J.-I.; Christ, W. J.; Kishi, Y. J. Am. Chem. Soc. 1986, 108, 5644. Takai, K.; Tagashira, M.; Kuroda, T.; Oshima, K.; Utimoto, K.; Nozaki, H. J. Am. Chem. Soc. 1986, 108, 6048.
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J. Am. Chem. Soc.
, vol.108
, pp. 5644
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Jin, H.1
Uenishi, J.-I.2
Christ, W.J.3
Kishi, Y.4
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18
-
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0000959935
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Jin, H. ; Uenishi, J.-I.; Christ, W. J.; Kishi, Y. J. Am. Chem. Soc. 1986, 108, 5644. Takai, K.; Tagashira, M.; Kuroda, T.; Oshima, K.; Utimoto, K.; Nozaki, H. J. Am. Chem. Soc. 1986, 108, 6048.
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-
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Takai, K.1
Tagashira, M.2
Kuroda, T.3
Oshima, K.4
Utimoto, K.5
Nozaki, H.6
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19
-
-
0344036115
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-
2.
-
2.
-
-
-
-
21
-
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0344467250
-
-
N-SEM-7-bromo-IL-V was chosen because we had previously encountered difficulty isolating the corresponding N-SEM-7-iodo-IL-V.
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N-SEM-7-bromo-IL-V was chosen because we had previously encountered difficulty isolating the corresponding N-SEM-7-iodo-IL-V.
-
-
-
-
22
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0025150557
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(-)-IL-V was prepared from L-tryptophan methyl ester, according to the reported method:
-
(-)-IL-V was prepared from L-tryptophan methyl ester, according to the reported method: Kogan, T. P.; Somers, T. C.; Venuti, M. C. Tetrahedron 1990, 46, 6623.
-
(1990)
Tetrahedron
, vol.46
, pp. 6623
-
-
Kogan, T.P.1
Somers, T.C.2
Venuti, M.C.3
-
23
-
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0023633905
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Irie, K.; Hagiwara, N.; Koshimizu, K. Tetrahedron 1987, 43, 5251.
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(1987)
Tetrahedron
, vol.43
, pp. 5251
-
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Irie, K.1
Hagiwara, N.2
Koshimizu, K.3
-
24
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0344899017
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-
The electronic and steric effects of allylstannanes were tested; the coupling with α-acetoxy, α-methoxy, and α-t-butyldimethylsilyloxyallylstannanes resulted in exclusive formation of 15, whereas tri-sec-butylstannane resulted in a 5/1 mixture of 14 and 15.
-
The electronic and steric effects of allylstannanes were tested; the coupling with α-acetoxy, α-methoxy, and α-t-butyldimethylsilyloxyallylstannanes resulted in exclusive formation of 15, whereas tri-sec-butylstannane resulted in a 5/1 mixture of 14 and 15.
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25
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0027968106
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Takayama, H.; Yuhshin, T.; Kitajima, M.; Aimi N.; Sakai, S. J. Org. Chem. 1994, 59, 4381.
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, pp. 4381
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-
Takayama, H.1
Yuhshin, T.2
Kitajima, M.3
Aimi, N.4
Sakai, S.5
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26
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0024840703
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(a) For diamine acceleration of osmylations:
-
(a) For diamine acceleration of osmylations: Corey, E. J.; DaSilva, J. P.; Virgil, S.; Yuen, P. W.; Connell, R. D. J. Am. Chem. Soc. 1989, 111, 9243.
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(1989)
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-
-
Corey, E.J.1
Dasilva, J.P.2
Virgil, S.3
Yuen, P.W.4
Connell, R.D.5
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27
-
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0001247835
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(b) For examples for the use of TMEDA or related diamines for low-temperature osmylation, see:
-
(b) For examples for the use of TMEDA or related diamines for low-temperature osmylation, see: Wang, Y.; Babirad, S. A.; Kishi, Y. J. Org. Chem. 1992, 57, 468.
-
(1992)
J. Org. Chem.
, vol.57
, pp. 468
-
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Wang, Y.1
Babirad, S.A.2
Kishi, Y.3
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28
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33751385147
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-
and references cited therein.
-
Hodges, L. M.; Gonzalez, J.; Koontz, J. I.; Myers, W. H.; Harman, W. D. J. Org. Chem. 1993, 58, 4788 and references cited therein.
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J. Org. Chem.
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-
-
Hodges, L.M.1
Gonzalez, J.2
Koontz, J.I.3
Myers, W.H.4
Harman, W.D.5
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29
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0344899016
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The extensive mechanistic studies conducted suggest that the observed regioselectivity of the coupling towards the desired adduct arises during the initial transmetallation step, whereas net leakage through a π-allylpalladium intermediate goes unilaterally towards the undesired adduct (ref b).
-
The extensive mechanistic studies conducted suggest that the observed regioselectivity of the coupling towards the desired adduct arises during the initial transmetallation step, whereas net leakage through a π-allylpalladium intermediate goes unilaterally towards the undesired adduct (ref b).
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31
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0344467247
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We are indebted to Drs. Kumagai and Naganawa at Microbial Chemistry Research Foundation for a sample of natural cytoblastin.
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We are indebted to Drs. Kumagai and Naganawa at Microbial Chemistry Research Foundation for a sample of natural cytoblastin.
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32
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0344036114
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MacroModel version 45 provided courtesy of Professor Still, Columbia University Minimizations were performed on a Silicon Graphics Indigo workstation.
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MacroModel version 45 provided courtesy of Professor Still, Columbia University Minimizations were performed on a Silicon Graphics Indigo workstation.
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33
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0344467246
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Assays performed by Professor Rando at Harvard Medical School and by Dr Gusovsky at Eisai Research Institute.
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Assays performed by Professor Rando at Harvard Medical School and by Dr Gusovsky at Eisai Research Institute.
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