-
2
-
-
33748986430
-
-
For a review on the Alder-ene reaction, see:
-
-
-
-
3
-
-
0001899585
-
Ene Reactions with Alkenes as Enophiles
-
Trost B.M. (Ed), Pergamon, Oxford, England
-
Snider B.B. Ene Reactions with Alkenes as Enophiles. In: Trost B.M. (Ed). Comprehensive Organic Synthesis Vol. 5 (1991), Pergamon, Oxford, England 1-27
-
(1991)
Comprehensive Organic Synthesis
, vol.5
, pp. 1-27
-
-
Snider, B.B.1
-
4
-
-
84906438197
-
-
Brummond, K. M.; Loyer-Drew, J. A. C-C Bond Formation (Part 1) by Addition Reactions: Alder-ene Reaction. In Comprehensive Organometallic Chemistry III; Crabtree, R. H., Mingos, M. P., Ojima, I., Eds.; Elsevier: Oxford; Vol. 10, Chapter 10.03.06, in press.
-
-
-
-
14
-
-
84890671103
-
The Rhodium(I)-Catalyzed Alder-Ene Reaction
-
Evans P.A. (Ed), Wiley-VCH, Weinheim
-
Brummond K.M., and McCabe J.M. The Rhodium(I)-Catalyzed Alder-Ene Reaction. In: Evans P.A. (Ed). Modern Rhodium-Catalyzed Organic Reactions (2005), Wiley-VCH, Weinheim 151-172
-
(2005)
Modern Rhodium-Catalyzed Organic Reactions
, pp. 151-172
-
-
Brummond, K.M.1
McCabe, J.M.2
-
18
-
-
33748983636
-
-
note
-
In Malacria's case a tert-butyl group on the proximal double bond of the allene was essential for reaction to occur at the distal double bond. Likewise, Sato's substrate required a short two carbon tether on the allenyne in order for the reaction to occur at the distal double bond of the allene.
-
-
-
-
19
-
-
0037198748
-
-
Computational insight concerning catalytic decision points of the transition metal-catalyzed [2+2+1] cycloisomerization reaction of allenes.
-
Brummond K.M., Chen H., Fisher K.D., Kerekes A.D., Rickards B., Sill P.C., and Geib S.J. Org. Lett. 4 (2002) 1931 Computational insight concerning catalytic decision points of the transition metal-catalyzed [2+2+1] cycloisomerization reaction of allenes.
-
(2002)
Org. Lett.
, vol.4
, pp. 1931
-
-
Brummond, K.M.1
Chen, H.2
Fisher, K.D.3
Kerekes, A.D.4
Rickards, B.5
Sill, P.C.6
Geib, S.J.7
-
20
-
-
33748959413
-
-
Bayden, A. S.; Brummond, K. M.; Jordan, K. D., submitted for publication.
-
-
-
-
22
-
-
0030924753
-
-
Sin N., Meng L., Wang M.Q.W., Wen J.J., Bornmann W.G., and Crews C.M. Proc. Natl. Acad. Sci. U.S.A. 94 (1997) 6099
-
(1997)
Proc. Natl. Acad. Sci. U.S.A.
, vol.94
, pp. 6099
-
-
Sin, N.1
Meng, L.2
Wang, M.Q.W.3
Wen, J.J.4
Bornmann, W.G.5
Crews, C.M.6
-
24
-
-
0031171961
-
-
Griffith E.C., Su Z., Turk B.E., Chen S., Chang Y., Wu Z., Biemann K., and Liu J.O. Chem. Biol. 4 (1997) 461
-
(1997)
Chem. Biol.
, vol.4
, pp. 461
-
-
Griffith, E.C.1
Su, Z.2
Turk, B.E.3
Chen, S.4
Chang, Y.5
Wu, Z.6
Biemann, K.7
Liu, J.O.8
-
26
-
-
0037312485
-
-
and references therein
-
Inoue K., Chikazawa M., Fukata S., Yoshikawa C., and Shuin T. Clin. Cancer Res. 9 (2003) 886 and references therein
-
(2003)
Clin. Cancer Res.
, vol.9
, pp. 886
-
-
Inoue, K.1
Chikazawa, M.2
Fukata, S.3
Yoshikawa, C.4
Shuin, T.5
-
27
-
-
0032515029
-
-
Liu S., Widom J., Kemp C.W., Crews C.M., and Clardy J. Science 282 (1998) 1324
-
(1998)
Science
, vol.282
, pp. 1324
-
-
Liu, S.1
Widom, J.2
Kemp, C.W.3
Crews, C.M.4
Clardy, J.5
-
31
-
-
0034612236
-
-
Zhang Y., Griffith E.C., Sage J., Jacks T., and Lin J.O. Proc. Natl. Acad. Sci. U.S.A. 97 (2000) 6427
-
(2000)
Proc. Natl. Acad. Sci. U.S.A.
, vol.97
, pp. 6427
-
-
Zhang, Y.1
Griffith, E.C.2
Sage, J.3
Jacks, T.4
Lin, J.O.5
-
32
-
-
2342640861
-
-
Kim S., LaMontagne K., Sabio M., Sharma S., Versace R.W., Yusuff N., and Phillips P.E. Cancer Res. 64 (2004) 2984
-
(2004)
Cancer Res.
, vol.64
, pp. 2984
-
-
Kim, S.1
LaMontagne, K.2
Sabio, M.3
Sharma, S.4
Versace, R.W.5
Yusuff, N.6
Phillips, P.E.7
-
33
-
-
0141953996
-
-
Keezer S.M., Ivie S.E., Krutzsch H.C., Tandle A., Libutti S.K., and Roberts D.D. Cancer Res. 63 (2003) 6405
-
(2003)
Cancer Res.
, vol.63
, pp. 6405
-
-
Keezer, S.M.1
Ivie, S.E.2
Krutzsch, H.C.3
Tandle, A.4
Libutti, S.K.5
Roberts, D.D.6
-
39
-
-
0028364432
-
-
Bath S., Billington D.C., Gero S.D., Quiclet-Sire B., and Samadi M. J. Chem. Soc., Chem. Commun. (1994) 1495
-
(1994)
J. Chem. Soc., Chem. Commun.
, pp. 1495
-
-
Bath, S.1
Billington, D.C.2
Gero, S.D.3
Quiclet-Sire, B.4
Samadi, M.5
-
40
-
-
33748977169
-
-
Bath S., Billington D.C., Gero S.D., Quiclet-Sire B., and Samadi M. J. Chem. Soc., Perkin Trans. 1 (1995) 1551
-
(1995)
J. Chem. Soc., Perkin Trans. 1
, pp. 1551
-
-
Bath, S.1
Billington, D.C.2
Gero, S.D.3
Quiclet-Sire, B.4
Samadi, M.5
-
41
-
-
0032555630
-
-
Barco A., Benetti S., De Risi C., Marchetti P., Pollini G.P., and Zanirato V. Tetrahedron: Asymmetry 9 (1998) 2857
-
(1998)
Tetrahedron: Asymmetry
, vol.9
, pp. 2857
-
-
Barco, A.1
Benetti, S.2
De Risi, C.3
Marchetti, P.4
Pollini, G.P.5
Zanirato, V.6
-
43
-
-
31444448532
-
-
Yamaguchi J., Toyoshima M., Shoji M., Kakeya H., Osada H., and Hayashi Y. Angew. Chem., Int. Ed. 45 (2006) 789
-
(2006)
Angew. Chem., Int. Ed.
, vol.45
, pp. 789
-
-
Yamaguchi, J.1
Toyoshima, M.2
Shoji, M.3
Kakeya, H.4
Osada, H.5
Hayashi, Y.6
-
47
-
-
0000815367
-
-
Trost B.M., Tanoury G.J., Lautens M., Chan C., and MacPherson D.T. J. Am. Chem. Soc. 116 (1994) 4255
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 4255
-
-
Trost, B.M.1
Tanoury, G.J.2
Lautens, M.3
Chan, C.4
MacPherson, D.T.5
-
51
-
-
33748975063
-
-
note
-
Addition of benzenesulfinic acid sodium salt to 5-chloro-1-(trimethylsilyl)-1-pentyne gave 26% yield of 14 contaminated with O-alkylated by-product.
-
-
-
-
54
-
-
33748960132
-
-
see Brummond and Loyer-Drew in Ref. 2.
-
-
-
-
55
-
-
33748957243
-
-
note
-
The first step was problematic due to the instability of the ethyl glyoxylate and its ease of polymerization.
-
-
-
-
58
-
-
0025931968
-
-
4CuLi gave a 2:1 ratio of 22a:23 and is believed to result from a two electron transfer process. See:
-
4CuLi gave a 2:1 ratio of 22a:23 and is believed to result from a two electron transfer process. See:. Krause N., and Handke G. Tetrahedron Lett. 32 (1991) 7229
-
(1991)
Tetrahedron Lett.
, vol.32
, pp. 7229
-
-
Krause, N.1
Handke, G.2
-
59
-
-
0002051108
-
-
Enyne 23 was characterized after didesilylation using TBAF
-
House H.O. Acc. Chem. Res. 9 (1976) 59 Enyne 23 was characterized after didesilylation using TBAF
-
(1976)
Acc. Chem. Res.
, vol.9
, pp. 59
-
-
House, H.O.1
-
60
-
-
33748983107
-
-
note
-
Characterization of the geometric isomers (E-24a, Z-24a) was obtained by ROESY NMR experiments on the desilylated primary hydroxyl group.
-
-
-
-
63
-
-
33748973092
-
-
note
-
This hypothesis is supported by the strongest coordinating hydroxyl group yielding the most constitutional isomer 25. Coordination effects have been suggested by Trost's Pd-catalyzed cycloisomerizations where olefins coordinated to the Pd-metallocycle giving enhanced regioselectivities.
-
-
-
-
64
-
-
33748975970
-
-
note
-
1H NMR of trienes E-17a, Z-17a, and 18a the olefinic peaks are almost identical in chemical shift, and, as expected, the ratio of products was the same.
-
-
-
|