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1
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0003923046
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University Science Books, Mill Valley, chapter 10
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3 complexes, see, for instance: a) Hegedus, L.S. Transition Metals in the Synthesis of Complex Organic Molecules, University Science Books, Mill Valley, 1994, chapter 10;
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b) Semmelhack, M.F. in Comprehensive Organometallic Chemistry II, Vol. 12, Abel, E.W.; Stone, F.G.A.; Wilkinson, G., Eds.; Pergamon: Oxford, 1995, pp. 979-1015;
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Semmelhack, M.F.1
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b) Semmelhack, M.F. in Comprehensive Organometallic Chemistry II, Vol. 12, Abel, E.W.; Stone, F.G.A.; Wilkinson, G., Eds.; Pergamon: Oxford, 1995, pp. 979-1015;
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Abel, E.W.1
Stone, F.G.A.2
Wilkinson, G.3
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4
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0000958965
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Liebeskind, L.S. (Ed.); JAI Press
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c) Uemura, M. in Advances in Metal-Organic Chemistry, Vol. 2; Liebeskind, L.S. (Ed.); JAI Press, 1991, 195-267.
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Uemura, M.1
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5
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0342578070
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For a review, see: Semmelhack, M.F. in Comprehensive Organometallic Chemistry II, Vol. 12, Abel, E.W.; Stone, F.G.A.; Wilkinson, G., Eds.; Pergamon: Oxford, 1995, pp. 1017-1038.
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Comprehensive Organometallic Chemistry II
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Semmelhack, M.F.1
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6
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0342578033
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Pergamon: Oxford
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For a review, see: Semmelhack, M.F. in Comprehensive Organometallic Chemistry II, Vol. 12, Abel, E.W.; Stone, F.G.A.; Wilkinson, G., Eds.; Pergamon: Oxford, 1995, pp. 1017-1038.
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(1995)
, pp. 1017-1038
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Abel, E.W.1
Stone, F.G.A.2
Wilkinson, G.3
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7
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0001772726
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Liebeskind, L.S., Ed.; JAI Press
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3 complexes, see: a) Davies, S.G.; Coote, S.J.; Goodfellow, C.L. in Advances in Metal-Organic Chemistry, Vol. 2; Liebeskind, L.S., Ed.; JAI Press, 1991, 1-57;
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Davies, S.G.1
Coote, S.J.2
Goodfellow, C.L.3
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8
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0342578069
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b) Davies, S.G.; McCarthy, T.D. in Comprehensive Organometallic Chemistry II, Vol. 12, Abel, E.W.; Stone, F.G.A.; Wilkinson, G., Eds.; Pergamon: Oxford, 1995, pp. 1039-1070.
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Comprehensive Organometallic Chemistry II
, vol.12
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Davies, S.G.1
McCarthy, T.D.2
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9
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0342578037
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Pergamon: Oxford
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b) Davies, S.G.; McCarthy, T.D. in Comprehensive Organometallic Chemistry II, Vol. 12, Abel, E.W.; Stone, F.G.A.; Wilkinson, G., Eds.; Pergamon: Oxford, 1995, pp. 1039-1070.
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(1995)
, pp. 1039-1070
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Abel, E.W.1
Stone, F.G.A.2
Wilkinson, G.3
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10
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33748242413
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For some recent publications in this series, see: a) Schmalz, H.-G.; Arnold, M.; Hollander, J.; Bats, J.W. Angew. Chem. 1994, 106, 77; Angew. Chem. Int. Ed. Engl. 1994, 33, 109;
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Schmalz, H.-G.1
Arnold, M.2
Hollander, J.3
Bats, J.W.4
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11
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33748242413
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For some recent publications in this series, see: a) Schmalz, H.-G.; Arnold, M.; Hollander, J.; Bats, J.W. Angew. Chem. 1994, 106, 77; Angew. Chem. Int. Ed. Engl. 1994, 33, 109;
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Angew. Chem. Int. Ed. Engl.
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12
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0027991269
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b) Schmalz, H.-G.; Schwarz, A.; Dürner, G. Tetrahedron Lett. 1994, 35, 6861;
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Tetrahedron Lett.
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Schmalz, H.-G.1
Schwarz, A.2
Dürner, G.3
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0029059563
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c) Schmalz, H.-G.; Majdalani, A.; Geller, T., Hollander, J. Bats, J. W. Tetrahedron Lett. 1995, 36, 4777;
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Tetrahedron Lett.
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Schmalz, H.-G.1
Majdalani, A.2
Geller, T.3
Hollander, J.4
Bats, J.W.5
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14
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0030005806
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d) Schmalz, H.-G.; Siegel, S.; Schwarz, A. Tetrahedron Lett. 1996, 37, 2947;
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Tetrahedron Lett.
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Schmalz, H.-G.1
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Schwarz, A.3
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15
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0012192213
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e) Schmalz, H.-G.; Schellhaas, K. Angew. Chem. 1996, 108, 2277; Angew. Chem. Int. Ed. Engl.1996, 35, 2146.
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Schmalz, H.-G.1
Schellhaas, K.2
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0029821411
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e) Schmalz, H.-G.; Schellhaas, K. Angew. Chem. 1996, 108, 2277; Angew. Chem. Int. Ed. Engl.1996, 35, 2146.
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0027104894
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See, for instance: a) Brown, G.D. J. Nat. Prod.1992, 55, 1756;
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Brown, G.D.1
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19
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0027496717
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c) Thakkar, K.; Geahlen, R.L.; Cushman, M. J. Med. Chem. 1993, 36, 2950;
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Thakkar, K.1
Geahlen, R.L.2
Cushman, M.3
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0000467639
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d) Mitscher, L.A.; Park, J.H.; Al-Shamma, A.; Hudson, P.B.; Haas, T. Photochemistry 1981, 20, 781.
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Mitscher, L.A.1
Park, J.H.2
Al-Shamma, A.3
Hudson, P.B.4
Haas, T.5
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21
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0029562899
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Lytollis, W.; Scannell, R.T.; An, H.; Murty, V.S.; Reddy, K.S.; Barr, J.R.; Hecht. S.M. J. Am. Chem. Soc. 1995, 117, 12683.
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Lytollis, W.1
Scannell, R.T.2
An, H.3
Murty, V.S.4
Reddy, K.S.5
Barr, J.R.6
Hecht, S.M.7
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22
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0031561513
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Jang, M.; Cai. L.; Udeani, G.O.; Slowing, K.V.; Thomas, C.F.; Beecher, C.W.W.; Fong, H.H.S.; Farnsworth, N.R.; Kinghorn, A.D.; Metha, R.G.; Moon, R.C.; Pezzuto, J.M. Science 1997, 275, 218.
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Jang, M.1
Cai, L.2
Udeani, G.O.3
Slowing, K.V.4
Thomas, C.F.5
Beecher, C.W.W.6
Fong, H.H.S.7
Farnsworth, N.R.8
Kinghorn, A.D.9
Metha, R.G.10
Moon, R.C.11
Pezzuto, J.M.12
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24
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0025810744
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b) Stone, M.J.; Maplestone, R.A.; Rahman, S.K.; Williams, D.H. Tetrahedron Lett. 1991, 32, 2663;
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Stone, M.J.1
Maplestone, R.A.2
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25
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0017565074
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c) Focella, A.; Teitel, S.; Brossi, A. J. Org. Chem. 1977, 42, 3456;
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0031053263
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a) Alonso, E.; Ramón, D.J.; Yus, M. J. Org. Chem. 1997, 62, 417;
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Alonso, E.1
Ramón, D.J.2
Yus, M.3
-
29
-
-
0342578035
-
-
See also refs. 6 and 5c
-
c) See also refs. 6 and 5c;
-
-
-
-
30
-
-
0020620451
-
-
d) An efficient, alternative synthesis employs the Grignard reagent derived from 5-chloro-1,3-dimethoxybenzene: Novák, J.; Salemink, C.A. Synthesis 1983, 597.
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(1983)
Synthesis
, pp. 597
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Novák, J.1
Salemink, C.A.2
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35
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0343883822
-
-
see also ref 10b
-
c) see also ref 10b.
-
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36
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33845559129
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a) Semmelhack, M.F.; Bisaha, J; Czarny, M. J. Am. Chem. Soc. 1979, 101, 768;
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Semmelhack, M.F.1
Bisaha, J.2
Czarny, M.3
-
38
-
-
0342578034
-
-
for a review, see ref 2
-
c) for a review, see ref 2,
-
-
-
-
39
-
-
0001744153
-
-
3 complexes was found to be unusual: Gilday, J.P.; Negri, J.T.; Widdowson, D.A.; Tetrahedron 1989, 45, 4605.
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(1989)
Tetrahedron
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, pp. 4605
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Gilday, J.P.1
Negri, J.T.2
Widdowson, D.A.3
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45
-
-
0343012396
-
-
note
-
Only one enantiomer is depicted in the case of chiral structures which were, of course, obtained as racemic mixtures.
-
-
-
-
47
-
-
0343883820
-
-
note
-
13C NMR, MS).
-
-
-
-
48
-
-
85047670240
-
-
3 complexes resulting from tele-or cine-substitution of a methoxy group, see, for instance refs. 4a, 23b as well as: a) Schmalz, H.-G.; Schellhaas, K. Tetrahedron Lett 1995, 36, 5511;
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(1995)
Tetrahedron Lett
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Schmalz, H.-G.1
Schellhaas, K.2
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49
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37049081557
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b) Djukic, J.P.; Rose-Munch, F.; Rose, E. J. Chem. Soc., Chem. Comm. 1991, 1634;
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J. Chem. Soc., Chem. Comm.
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Djukic, J.P.1
Rose-Munch, F.2
Rose, E.3
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50
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0001951894
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c) Rose-Munch, F.; Bellot, O.; Mignon, L.; Semra, A.; Robert, F.; Jeannin, Y. J. Organomet. Chem. 1991, 402, 1; see also ref 1b.
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J. Organomet. Chem.
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Rose-Munch, F.1
Bellot, O.2
Mignon, L.3
Semra, A.4
Robert, F.5
Jeannin, Y.6
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51
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0001951894
-
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see also ref 1b
-
c) Rose-Munch, F.; Bellot, O.; Mignon, L.; Semra, A.; Robert, F.; Jeannin, Y. J. Organomet. Chem. 1991, 402, 1; see also ref 1b.
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52
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0009128710
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a) Boutonnet, J.-C.; Rose-Munch, F.; Rose, E. Tetrahedron Lett. 1985, 26, 3989;
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Tetrahedron Lett.
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Boutonnet, J.-C.1
Rose-Munch, F.2
Rose, E.3
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53
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0001335669
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and references cited therein
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b) Djukic, J.P.; Rose-Munch, F.; Rose, E.; Simon, F.; Dromzee, Y. Organometallics 1995, 14, 2027 and references cited therein.
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Organometallics
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Djukic, J.P.1
Rose-Munch, F.2
Rose, E.3
Simon, F.4
Dromzee, Y.5
-
54
-
-
0342578031
-
-
note
-
While the 2-regioselectivity in the ortho-metallation of 1,3-disubstituted benzene derivatives is not always complete (compare ref 10a), the highly selective formation of rac-19 is unprecedented.
-
-
-
-
55
-
-
0343012393
-
-
Adams, R; Wolff, H.; Cain, C.K.; Clark, J.H. J. Am. Chem. Soc. 1940, 62, 1770;
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Adams, R.1
Wolff, H.2
Cain, C.K.3
Clark, J.H.4
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57
-
-
0342578026
-
-
note
-
For the synthesis and data of 33, see, for instance: refs. 8c and 9c; and refs. cited therein.
-
-
-
-
58
-
-
0342578027
-
-
note
-
For the conversion of 33 into olivetol, see, for instance: a) ref 8c (Pyr-HCl, 82 %),
-
-
-
-
59
-
-
0342578028
-
-
note
-
b) ref 9a (HBr, 81 %).
-
-
-
-
60
-
-
0010011942
-
-
3 is also dependent on the reaction conditions (kinetic versus thermodynamic control), see: a) Treichel, P.M.; Kirss, R.U. Organometallics 1987, 6, 249;
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Organometallics
, vol.6
, pp. 249
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Treichel, P.M.1
Kirss, R.U.2
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0000310250
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b) Kündig, E.P.; Desobry, V.; Grivet, C.; Rudolph, B.; Spichigter, S. Organometallics 1987, 6, 1173.
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Organometallics
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Kündig, E.P.1
Desobry, V.2
Grivet, C.3
Rudolph, B.4
Spichigter, S.5
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0002714675
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Still, W. C.; Kahn, M.; Mitra, A. J. Org. Chem. 1978, 43, 2923.
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J. Org. Chem.
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Still, W.C.1
Kahn, M.2
Mitra, A.3
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