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1
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0027077907
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1. Part V in the series "Palladium-Catalysed Polycyclisations". For part IV see: (a) Meyer, F. E.; Henniges, H.; de Meijere, A. Tetrahedron Lett. 1992, 33, 8039-8042.
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(1992)
Tetrahedron Lett.
, vol.33
, pp. 8039-8042
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Meyer, F.E.1
Henniges, H.2
De Meijere, A.3
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2
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0001706530
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For preliminary results of this report see also: (b) Meyer, F. E.; Parsons, P. J.; de Meijere, A. J. Org. Chem. 1991, 56, 6487-6488.
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(1991)
J. Org. Chem.
, vol.56
, pp. 6487-6488
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Meyer, F.E.1
Parsons, P.J.2
De Meijere, A.3
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3
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37049081883
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(c) Meyer, F. E.; Brandenburg, J.; Parsons, P. J.; de Meijere, A. J. Chem. Soc., Chem. Commun. 1992, 390-392.
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(1992)
J. Chem. Soc., Chem. Commun.
, pp. 390-392
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Meyer, F.E.1
Brandenburg, J.2
Parsons, P.J.3
De Meijere, A.4
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4
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85030272827
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Kobe, Japan, September 19-23
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(d) Henniges, H.; Meyer, F. E.; Parsons, P. J.; de Meijere, A. Seventh IUPAC Symposium on Organo-Metallic Chemistry directed towards Organic Synthesis (OMCOS 7), Kobe, Japan, September 19-23, 1993.
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(1993)
Seventh IUPAC Symposium on Organo-metallic Chemistry Directed Towards Organic Synthesis (OMCOS 7)
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Henniges, H.1
Meyer, F.E.2
Parsons, P.J.3
De Meijere, A.4
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5
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84985599336
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-See also: (e) Meyer, F. E.; Ang, K.-H.; Steinig, A. G.; de Meijere, A. Synlett 1994, 191-193.
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(1994)
Synlett
, pp. 191-193
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Meyer, F.E.1
Ang, K.-H.2
Steinig, A.G.3
De Meijere, A.4
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6
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0001237986
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2. For a recent review on sequential reactions in general see: Tietze, L.-F.; Beifuss, U. Angew. Chem. 1993, 105, 137-170; Angew. Chem. Int. Ed. Engl. 1993, 32, 131-164.
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Angew. Chem.
, vol.105
, pp. 137-170
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Tietze, L.-F.1
Beifuss, U.2
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7
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33750173220
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2. For a recent review on sequential reactions in general see: Tietze, L.-F.; Beifuss, U. Angew. Chem. 1993, 105, 137-170; Angew. Chem. Int. Ed. Engl. 1993, 32, 131-164.
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Angew. Chem. Int. Ed. Engl.
, vol.32
, pp. 131-164
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9
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0000785117
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(b) Dötz, K. H. Angew. Chem. 1984, 96, 573-594; Angew. Chem. Int. Ed. Engl. 1984, 23, 587.
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, vol.96
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Dötz, K.H.1
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(b) Dötz, K. H. Angew. Chem. 1984, 96, 573-594; Angew. Chem. Int. Ed. Engl. 1984, 23, 587.
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Angew. Chem. Int. Ed. Engl.
, vol.23
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11
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0027481622
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(c) Llebaria, A.; Camps, F.; Moretó, J. M. Tetrahedron 1993, 49, 1283-1296.
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(1993)
Tetrahedron
, vol.49
, pp. 1283-1296
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Llebaria, A.1
Camps, F.2
Moretó, J.M.3
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12
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0000791854
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(d) For a recent review on catalytic methods in organic synthesis see: Trost, B. M. Angew. Chem. 1995, 107, 285-307; Angew. Chem. Int. Ed. Engl. 1995, 34, 259-281.
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(1995)
Angew. Chem.
, vol.107
, pp. 285-307
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Trost, B.M.1
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13
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33750309194
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(d) For a recent review on catalytic methods in organic synthesis see: Trost, B. M. Angew. Chem. 1995, 107, 285-307; Angew. Chem. Int. Ed. Engl. 1995, 34, 259-281.
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(1995)
Angew. Chem. Int. Ed. Engl.
, vol.34
, pp. 259-281
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14
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13044307437
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4. (a) Heck, R. F. J. Am. Chem. Soc. 1968, 90, 5518-5526, 5526-5531, 5531-5534, 5535-5538, 5538-5542, 5542-5546, 5546-5548.
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Heck, R.F.1
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19
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0003594801
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VCH: Weinheim
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(f) Mulzer, J.; Altenback, H.-J.; Braun, M.; Krohn, K.; Reissig, H.-U. Organic Synthesis Highlights, VCH: Weinheim, 1991, pp. 174ff.
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(1991)
Organic Synthesis Highlights
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Mulzer, J.1
Altenback, H.-J.2
Braun, M.3
Krohn, K.4
Reissig, H.-U.5
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20
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0002271959
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Schlosser, M. Ed.; Wiley: Chichester
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(g) Hegedus, L. S. in Organometallics in Synthesis, Schlosser, M. Ed.; Wiley: Chichester, 1994; pp. 383-459.
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(1994)
Organometallics in Synthesis
, pp. 383-459
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Hegedus, L.S.1
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21
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0000279636
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(h) For a recent review on Heck type reactions see: de Meijere, A.; Meyer, F. E. Angew. Chem. 1994, 106, 2473-2506; Angew. Chem. Int. Ed. Engl. 1994, 33, 2379-2411.
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(1994)
Angew. Chem.
, vol.106
, pp. 2473-2506
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De Meijere, A.1
Meyer, F.E.2
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22
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33846418872
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(h) For a recent review on Heck type reactions see: de Meijere, A.; Meyer, F. E. Angew. Chem. 1994, 106, 2473-2506; Angew. Chem. Int. Ed. Engl. 1994, 33, 2379-2411.
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(1994)
Angew. Chem. Int. Ed. Engl.
, vol.33
, pp. 2379-2411
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23
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0027196109
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The dimethyl ester analogous to compound 1 was used in a related cascade to react with alkenes leading to aromatized products
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5. The dimethyl ester analogous to compound 1 was used in a related cascade to react with alkenes leading to aromatized products: Negishi, E.-i.; Ay, M.; Sugihara, T. Tetrahedron, 1993, 49, 5471-5482.
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(1993)
Tetrahedron
, vol.49
, pp. 5471-5482
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Negishi, E.-I.1
Ay, M.2
Sugihara, T.3
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24
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33845281518
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6. (a) Abelman, M. M.; Oh, T.; Overman, L. E. J. Org. Chem. 1987, 52, 4130-4133.
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J. Org. Chem.
, vol.52
, pp. 4130-4133
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Abelman, M.M.1
Oh, T.2
Overman, L.E.3
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26
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0002625448
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7. (a) Parsons, P. J.; Stefinovic, M.; Willis, P.; Meyer, F. E. Synlett 1992, 864-866.
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(1992)
Synlett
, pp. 864-866
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Parsons, P.J.1
Stefinovic, M.2
Willis, P.3
Meyer, F.E.4
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27
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84943961926
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(b) For a related approach see: Trost, B. M.; Pfrengle, W.; Urabe, H.; Dumas, J. J. Am. Chem. Soc. 1992, 114, 1923-1924.
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(1992)
J. Am. Chem. Soc.
, vol.114
, pp. 1923-1924
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Trost, B.M.1
Pfrengle, W.2
Urabe, H.3
Dumas, J.4
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28
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84939465424
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The utility of suitable 2-bromo-1-enediynes with a triple bond instead of the second double bond in a related approach has also been described
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8. The utility of suitable 2-bromo-1-enediynes with a triple bond instead of the second double bond in a related approach has also been described: (a) Meyer, F. E.; de Meijere, A. Synlett 1991, 777-778.
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(1991)
Synlett
, pp. 777-778
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Meyer, F.E.1
De Meijere, A.2
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29
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0026695929
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(b) Negishi, E.; Harring, L. S.; Owczarczyk, Z.; Mohamud, M. M.; Ay, M. Tetrahedron Lett. 1992, 33, 3253-3256.
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Tetrahedron Lett.
, vol.33
, pp. 3253-3256
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Negishi, E.1
Harring, L.S.2
Owczarczyk, Z.3
Mohamud, M.M.4
Ay, M.5
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30
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0011811592
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Dissertation, Universität Göttingen
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(c) Meyer, F. E. Dissertation, Universität Göttingen 1993.
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(1993)
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Meyer, F.E.1
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85030274154
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The preparation and palladium-catalysed transformation of higher homologous 2-bromodienynes will be described in a separate paper. Cf. also ref. [8c]
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9. The preparation and palladium-catalysed transformation of higher homologous 2-bromodienynes will be described in a separate paper. Cf. also ref. [8c].
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32
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85030274644
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The stereochemical descriptors cis and trans for compounds 7 are applied to designate the relative positions of the two side chains on the cyclohexane ring. The CA nomenclature (cf. Chem. Abstr. Guide Appendices) would be 1α,2β-7 (for trans-7)
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10. The stereochemical descriptors cis and trans for compounds 7 are applied to designate the relative positions of the two side chains on the cyclohexane ring. The CA nomenclature (cf. Chem. Abstr. Guide Appendices) would be 1α,2β-7 (for trans-7).
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33
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33947482604
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11. (a) Storck, G.; Brizzolara, A.; Landesman, H.; Smuszkovicz, J.; Terrel, R. J. Am. Chem. Soc. 1963, 85, 207-222.
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, vol.85
, pp. 207-222
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Storck, G.1
Brizzolara, A.2
Landesman, H.3
Smuszkovicz, J.4
Terrel, R.5
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34
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0001108527
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(b) Murahashi, S.-I.; Makabe, Y.; Kunita, K. J. Org. Chem. 1988, 53, 4489-4495.
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J. Org. Chem.
, vol.53
, pp. 4489-4495
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Murahashi, S.-I.1
Makabe, Y.2
Kunita, K.3
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37
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85030280143
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1H NMR spectra was significantly higher, a typical observation for the described reaction
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1H NMR spectra was significantly higher, a typical observation for the described reaction.
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38
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0004205843
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Such an approach to ring-annelated furan derivatives could be useful in the synthesis of certain natural products, e. g. furantriol, furoscrobiculine, furosordonine, Cf., Chapman & Hall: New York
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15. Such an approach to ring-annelated furan derivatives could be useful in the synthesis of certain natural products, e. g. furantriol, furoscrobiculine, furosordonine, Cf.: Connolly, J. D.; Hill, R. A. Dictionary of Terpenoids, Vol. 1, Chapman & Hall: New York, 1991.
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(1991)
Dictionary of Terpenoids
, vol.1
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Connolly, J.D.1
Hill, R.A.2
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0025355715
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17. Nonoshita, K.; Banno, H.; Maruoka, K.; Yamamoto, H. J. Am. Chem. Soc. 1990, 112, 316-322.
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, vol.112
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Nonoshita, K.1
Banno, H.2
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Yamamoto, H.4
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43
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0001015289
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18. Appel, R. Angew. Chem. 1975, 87, 863-874; Angew. Chem. Int. Ed. Engl. 1975, 14, 801-811.
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Appel, R.1
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84982373258
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18. Appel, R. Angew. Chem. 1975, 87, 863-874; Angew. Chem. Int. Ed. Engl. 1975, 14, 801-811.
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Angew. Chem. Int. Ed. Engl.
, vol.14
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48
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0000815367
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(b) Trost, B. M.; Tanoury, G. J.; Lautens, M.; Chan, C.; MacPherson, D. T. J. Am. Chem. Soc. 1994, 116, 4255-4267.
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, vol.116
, pp. 4255-4267
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Trost, B.M.1
Tanoury, G.J.2
Lautens, M.3
Chan, C.4
MacPherson, D.T.5
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49
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0000288246
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(c) Trost, B. M.; Yanai, M.; Hoogsteen, K. J. Am. Chem. Soc. 1993, 115, 5294-5295.
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J. Am. Chem. Soc.
, vol.115
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Trost, B.M.1
Yanai, M.2
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50
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0001418081
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(c) Trost, B. M.; Romero, D. L.; Rise, F. J. Am. Chem. Soc. 1994, 116, 4268-4278.
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, vol.116
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(e) Trost, B. M.; Zhi, L.; Imi, K. Tetrahedron Lett. 1994, 35, 1361-1364.
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, vol.35
, pp. 1361-1364
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Trost, B.M.1
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Imi, K.3
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53
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0021274155
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21. For a discussion regarding rotaselectivity in 4-electron cyclisations see: (a) Trost, B. M.; McDougal, P. G. J. Org. Chem. 1984, 49, 458-468.
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J. Org. Chem.
, vol.49
, pp. 458-468
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Trost, B.M.1
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54
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11944262103
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(b) Kallel, E. A.; Wang, Y.; Spellmeyer, D. C.; Houk, K. N. J. Am. Chem. Soc. 1990, 112, 6759-6763.
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, vol.112
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Houk, K.N.4
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55
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85030276084
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With a methoxycarbonyl or cyano instead of a phenyl group on the cyclisation precursor, epimerisation of the newly formed stereocenters was observed. Cf. ref. [8c]
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22. With a methoxycarbonyl or cyano instead of a phenyl group on the cyclisation precursor, epimerisation of the newly formed stereocenters was observed. Cf. ref. [8c].
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56
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85030278226
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A n-butyl and even a methyl group cis to the bromine prevents the anticipated 6π-electrocyclisation completely. Dissertation, Universität Göttingen
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23. A n-butyl and even a methyl group cis to the bromine prevents the anticipated 6π-electrocyclisation completely. (a) Henniges, H. Dissertation, Universität Göttingen 1994.
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(1994)
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Henniges, H.1
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85030268804
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Cf. ref. [1a]
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(b) Cf. ref. [1a].
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62
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85030268600
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The authors are indebted to Dr. Matthias Noltemeyer, Institut für Anorganische Chemie, Universität Göttingen, for carrying out this structure analysis. (a) Further details of this crystal structure investigation are available on request from the Fachinformationszentrum Energie Physik Mathematik GmbH, D-76344 Eggenstein-Leopoldshafen, on quoting the depository number CSD-405246, the names of the authors, and the journal citation
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28. The authors are indebted to Dr. Matthias Noltemeyer, Institut für Anorganische Chemie, Universität Göttingen, for carrying out this structure analysis. (a) Further details of this crystal structure investigation are available on request from the Fachinformationszentrum Energie Physik Mathematik GmbH, D-76344 Eggenstein-Leopoldshafen, on quoting the depository number CSD-405246, the names of the authors, and the journal citation.
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