-
2
-
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0001031687
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When radicals of type 1 are generated from iodides, the hydrogen translocation (2 → 3) does not occur; instead, intermolecular halogen transfer takes place: Martinez-Grau, A.; Curran, D. P. J. Org. Chem. 1995, 60, 8332-8333.
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Allen, F.H.1
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6
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0029995559
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For recent examples involving carbon radicals, see: (a) Bogen, S.; Malacria, M. J. Am. Chem. Soc. 1996, 118, 3992-3993.
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(b) Baker, S. R.; Parsons, A. F.; Pons, J.-F.; Wilson, M. Tetrahedron Lett. 1998, 39, 7197-7200.
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33748608306
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0031962752
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(d) Ishibashi, H.; Higuchi, M.; Ohba, M.; Ikeda, M. Tetrahedron Lett. 1998, 39, 75-78.
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Ishibashi, H.1
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0001603552
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(e) Yamamoto, Y.; Ohno, M.; Eguchi, S. J. Org. Chem. 1996, 61, 9264-9271.
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Yamamoto, Y.1
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0001312951
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(f) Schultz, A. G.; Guzzo, P. R.; Nowak, D. M. J. Org. Chem. 1995, 60, 8044-8050. Cassayre, J.; Quiclet-Sire, B.; Saunier, J.-B.; Zard, S. Z. Tetrahedron 1998, 54, 1029-1040.
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Schultz, A.G.1
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0032510183
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(f) Schultz, A. G.; Guzzo, P. R.; Nowak, D. M. J. Org. Chem. 1995, 60, 8044-8050. Cassayre, J.; Quiclet-Sire, B.; Saunier, J.-B.; Zard, S. Z. Tetrahedron 1998, 54, 1029-1040.
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14
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0004278145
-
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Wiley: New York
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The designation "Corey lactone" has been used in recent literature to refer to a variety of hydroxyl-protected derivatives of the hexahydro-5-hydroxy-4-(hydroxymethyl)-2H-cyclopenta[b]furan-2-one system. Reviews on prostaglandin synthesis: (a) Mitra, A. The Synthesis of Prostaglandins; Wiley: New York, 1977.
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Mitra, A.1
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16
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0040131645
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Kitahara, T.; Warita, Y.; Abe, M.; Seya, M.; Takagi, Y.; Mori, K. Agric. Biol. Chem. 1991, 55, 1013-1017.
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Kitahara, T.1
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17
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84913975349
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(a) Wohl, A. Chem. Ber. 1908, 41, 3599-3612.
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Wohl, A.1
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23
-
-
0345051516
-
-
note
-
2NEt) of the resulting alcohol gave an olefin that could be hydroborated only in yields of <40%, and so this approach was abandoned.
-
-
-
-
24
-
-
19044368052
-
-
and references therein
-
Koreeda, M.; Wu, J. Synlett 1995, 850-852, and references therein.
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Synlett
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Koreeda, M.1
Wu, J.2
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27
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0029151342
-
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(b) For spectral data on the C(4) epimer, see: Zanoni, G.; Vidari, G. J. Org. Chem. 1995, 60, 5319-5323.
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Zanoni, G.1
Vidari, G.2
-
28
-
-
0344189234
-
-
note
-
3, MeOH) of the acetate (spontaneous lactonization occurred; 48% from the aldehyde).
-
-
-
-
31
-
-
0344620888
-
-
The use of TBAF in this step resulted in complete decomposition of the starting material
-
The use of TBAF in this step resulted in complete decomposition of the starting material.
-
-
-
-
32
-
-
0344620887
-
-
The isomeric ketal was isolated in 6% yield
-
The isomeric ketal was isolated in 6% yield.
-
-
-
-
33
-
-
0000507821
-
-
For other stereocontrolled routes to 1,3-diols, see, for example: (a) Bartlett, P. A.; Meadows, J. D.; Brown, E. G.; Morimoto, A.; Jernstedt, K. K. J. Org. Chem. 1982, 47, 4013-4018.
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Bartlett, P.A.1
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Jernstedt, K.K.5
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34
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-
33845554216
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(b) Bongini, A.; Cardillo, G.; Orena, M.; Porzi, G.; Sandri, S. J. Org. Chem. 1982, 47, 4626-4633.
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Bongini, A.1
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35
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37049105156
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(c) Cardillo, G.; Orena, M.; Porzi, G.; Sandri, S. J. Chem. Soc., Chem. Commun. 1981, 465-466.
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Cardillo, G.1
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36
-
-
0345483122
-
-
note
-
-1).
-
-
-
-
37
-
-
0344620886
-
-
note
-
2SiCl) might have made it react with high selectivity.
-
-
-
-
38
-
-
0028283367
-
-
The anomeric configuration was established by a TROESY NMR (600 MHz) experiment that established the stereochemistry of 41α. (27) Cf. (a) Serra, C.; Dewynter, G.; Montero, J.-L.; Imbach, J.-L. Tetrahedron 1994, 50, 8427-8444.
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Serra, C.1
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Montero, J.-L.3
Imbach, J.-L.4
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39
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0000302606
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(b) Mitsunobu, O.; Kimura, J.; Fujisawa, Y. Bull, Chem. Soc. Jpn. 1972, 45, 245-247.
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Bull, Chem. Soc. Jpn.
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Mitsunobu, O.1
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43
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33845376659
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(b) Acree, T. E.; Nishida, R.; Fukami, H. J. Agric. Food Chem. 1985, 33, 425-427.
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Acree, T.E.1
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44
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0000304566
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(c) Cf. Montforts, F.-P.; Gesing-Zibulak, I.; Grammenos, W.; Schneider, M.; Laumen, K. Helv. Chim. Acta 1989, 72, 1852-1859.
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Montforts, F.-P.1
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Laumen, K.5
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46
-
-
0030912918
-
-
(a) For references to plant regulatory activity and comment on whether the observed effects are due to cia or trans jasmonates, see: Ward, J. L.; Gaskin, P.; Beale, M. H.; Sessions, R.; Koda, Y.; Wasternack, C. Tetrahedron 1997, 53, 8181-8194.
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Ward, J.L.1
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0030872601
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(b) See also: Koda, Y. Physiol. Plant. 1997, 100, 639-646.
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Koda, Y.1
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48
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0025873602
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(c) Potato tuberization: Kitahara, T.; Nishi, T.; Mori, K. Tetrahedron 1991, 47, 6999-7006.
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Kitahara, T.1
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0000941756
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(d) Pheromone synergist: Baker, T. C.; Nishida, R.; Roelofs, W. L. Science 1981, 214, 1359-1362.
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Baker, T.C.1
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0010727022
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(b) Kitahara, T.; Miura, K.; Warita, Y.; Tagaki, Y.; Mori, K. Agric. Biol. Chem. 1987, 51, 1129-1133.
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33748225971
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(c) Helmchen, G.; Goeke, A.; Lauer, G.; Urmann, M.; Fries, J. Angew. Chem., Int. Ed. Engl. 1990, 29, 1024-1025.
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(h) Sarkar, T. K.; Ghorai, B. K.; Banerji, A. Tetrahedron Lett. 1994, 35, 6907-6908.
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0001268785
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(m) Sarkar, T. K.; Mukherjee, B.; Ghosh, S. K. Tetrahedron 1998, 54, 3243-3254.
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Sarkar, T.K.1
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63
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0344620881
-
-
A methoxymethyl group is unsuitable, as it cannot be removed in a satisfactory manner in the penultimate step of the synthesis of methyl epi-jasmonate (cf. ref 9)
-
A methoxymethyl group is unsuitable, as it cannot be removed in a satisfactory manner in the penultimate step of the synthesis of methyl epi-jasmonate (cf. ref 9).
-
-
-
-
64
-
-
0344620880
-
-
We had initially assumed that deprotonation of esters 16, followed by kinetic reprotonation, would afford an all-syn trisubstituted cyclopentane system, but we were unable to modify the stereochemistry in this way, and the task was accomplished by the indirect method described
-
We had initially assumed that deprotonation of esters 16, followed by kinetic reprotonation, would afford an all-syn trisubstituted cyclopentane system, but we were unable to modify the stereochemistry in this way, and the task was accomplished by the indirect method described.
-
-
-
-
65
-
-
0344620879
-
-
The final oxidation step is best done with PDC (see refs 32c and 32f) or PCC (see ref 32e)
-
The final oxidation step is best done with PDC (see refs 32c and 32f) or PCC (see ref 32e).
-
-
-
-
66
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0029907726
-
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Clive, D. L. J.; Wickens, P. L.; Sgarbi, P. W. M. J. Org. Chem. 1996, 61, 7426-7437.
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Clive, D.L.J.1
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