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1
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0000036757
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Cleavage reactions
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Trost, B. M., Fleming, T., Eds.; Pergamon Press: Elmsford, NY
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Lee, D. G.; Chen, T. Cleavage Reactions. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, T., Eds.; Pergamon Press: Elmsford, NY, 1991; Vol. 7, p 541.
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(1991)
Comprehensive Organic Synthesis
, vol.7
, pp. 541
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Lee, D.G.1
Chen, T.2
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2
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0000746177
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Cope, oxy-cope and anionic oxy-cope rearrangements
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Trost. B. M., Fleming, I., Eds.; Pergamon Press: Elmsford, NY
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Hill, R. K. Cope, Oxy-Cope and Anionic Oxy-Cope Rearrangements. In Comprehensive Organic Synthesis; Trost. B. M., Fleming, I., Eds.; Pergamon Press: Elmsford, NY, 1991; Vol. 5, p 785.
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(1991)
Comprehensive Organic Synthesis
, vol.5
, pp. 785
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Hill, R.K.1
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3
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3343012187
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Recent review: Grubbs, R. H. Tetrahedron 2004, 60, 7117.
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(2004)
Tetrahedron
, vol.60
, pp. 7117
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Grubbs, R.H.1
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4
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84982078321
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(a) Eschenmoser, A.; Felix, D.; Ohloff, G. Helv. Chim. Acta 1967, 50, 708.
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(1967)
Helv. Chim. Acta
, vol.50
, pp. 708
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Eschenmoser, A.1
Felix, D.2
Ohloff, G.3
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5
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84985634005
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(b) Felix, D.; Shreiber, J.; Ohloff, G.; Eschenmoser, A. Helv. Chim. Acta 1971, 54, 2896.
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(1971)
Helv. Chim. Acta
, vol.54
, pp. 2896
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Felix, D.1
Shreiber, J.2
Ohloff, G.3
Eschenmoser, A.4
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7
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0005744324
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(d) Tanabe, M.; Crowe, D. F.; Dehn, R. L.; Detre, G. Tetrahedron Lett. 1967, 3739.
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(1967)
Tetrahedron Lett.
, pp. 3739
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Tanabe, M.1
Crowe, D.F.2
Dehn, R.L.3
Detre, G.4
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8
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0000873998
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Fragmentation reactions
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Trost, B. M., Fleming, I., Eds.; Pergamon Press: Elmsford, NY
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(a) Weyerstahl, P.; Marschall, H. Fragmentation Reactions. Tn Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Elmsford, NY, 1991; Vol. 6, pp 1041-1070.
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Comprehensive Organic Synthesis
, vol.6
, pp. 1041-1070
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Weyerstahl, P.1
Marschall, H.2
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9
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84972910099
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(b) Grob, C. A.; Schiess, P. W. Angew. Chem., Int. Ed. Engl. 1967, 6, 1.
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Angew. Chem., Int. Ed. Engl.
, vol.6
, pp. 1
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Grob, C.A.1
Schiess, P.W.2
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15
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0017769754
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Flash vacuum pyrolysis conditions for such fragmentations have been reported: Coke, J. L.; Williams, H. J.; Natarajan, S. J. Org. Chem. 1977, 42, 2380.
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(1977)
J. Org. Chem.
, vol.42
, pp. 2380
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Coke, J.L.1
Williams, H.J.2
Natarajan, S.3
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16
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0342768006
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2Ph, prepared in three steps from 5c) fragment upon subsequent treatment with base (i.e., NaH): Shimizu, M.; Ando, R.; Kuwajima, I. J. Org. Chem. 1981, 46, 5246.
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(1981)
J. Org. Chem.
, vol.46
, pp. 5246
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Shimizu, M.1
Ando, R.2
Kuwajima, I.3
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17
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0003703778
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Czarnik, A. W., DeWitt, S. H., Eds.; American Chemical Society: Washington, DC
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(a) A Practical Guide to Combinatorial Chemistry; Czarnik, A. W., DeWitt, S. H., Eds.; American Chemical Society: Washington, DC, 1997.
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(1997)
A Practical Guide to Combinatorial Chemistry
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19
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17144362286
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note
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(a) See Supporting Information for details,
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21
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17144424760
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note
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We postulate a late transition state with significant carbonyl character.
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22
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0008183432
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Compound 8g has also been synthesized by the Eschenmoser-Tanabe strategy in four steps (32% overall): Harding, C. E.; King, S. L. J. Org. Chem. 1992, 57, 883.
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(1992)
J. Org. Chem.
, vol.57
, pp. 883
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Harding, C.E.1
King, S.L.2
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23
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0001049972
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Compound 10a has been made previously by two methods, (a) Benzoylation of a pentynylzinc reagent: Knoess, H. P.; Furlong, M. T.; Rozema, M. J.; Knochel, P. J. Org. Chem. 1991, 56, 5974.
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(1991)
J. Org. Chem.
, vol.56
, pp. 5974
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Knoess, H.P.1
Furlong, M.T.2
Rozema, M.J.3
Knochel, P.4
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24
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0039208016
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(b) Propargylation of an organoiron nucleophile: Itoh, K.; Nakanishi, S.; Otsuji, Y. Bull. Chem. Soc. Jpn. 1991, 64, 2965.
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(1991)
Bull. Chem. Soc. Jpn.
, vol.64
, pp. 2965
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Itoh, K.1
Nakanishi, S.2
Otsuji, Y.3
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25
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0000862956
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Compound 10b has been prepared in two steps (50% overall) by an allenylstannane conjugate addition approach: Haruta, J.; Nishi, K.; Matsuda, S.; Akai, S.; Tamura, Y.; Kita, Y. J. Org. Chem. 1990, 55, 4853.
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(1990)
J. Org. Chem.
, vol.55
, pp. 4853
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Haruta, J.1
Nishi, K.2
Matsuda, S.3
Akai, S.4
Tamura, Y.5
Kita, Y.6
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27
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17144388387
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(a) Harada, R. Nippon Kagaku Zasshi 1956, 77, 990; Chem. Abstr. 1957, 51, 18489.
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(1957)
Chem. Abstr.
, vol.51
, pp. 18489
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29
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17144411284
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(b) Harada, R. Nippon Kagaku Zasshi 1956, 77, 1036; Chem. Abstr. 1959, 53, 21773.
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(1959)
Chem. Abstr.
, vol.53
, pp. 21773
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30
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0033888867
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Lithium Inflate forms an intimate ion pair in THF: Saito, Y.; Yamamoto, H.; Kageyama, H.; Nakamura, O.; Miyoshi, T.; Matsuoka, M. J. Mater. Sci. 2000, 35, 809-812.
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(2000)
J. Mater. Sci.
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, pp. 809-812
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Saito, Y.1
Yamamoto, H.2
Kageyama, H.3
Nakamura, O.4
Miyoshi, T.5
Matsuoka, M.6
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31
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17144415365
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note
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Nonconcerted fragmentation pathways should also be considered. We thank a referee for pointing this out.
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