-
1
-
-
0001679855
-
-
For general reviews of the chemistry of cyclobutanes, see: a
-
For general reviews of the chemistry of cyclobutanes, see: (a) Belluš, D.; Ernst, B. Angew. Chem. 1988, 100, 820.
-
(1988)
Angew. Chem
, vol.100
, pp. 820
-
-
Belluš, D.1
Ernst, B.2
-
4
-
-
18244384582
-
-
Rappoport, Z, Liebman, J. F, Eds, John Wiley & Sons: Chichester, U.K
-
Lee-Ruff, E. In The Chemistry of Cyclobutanes; Rappoport, Z., Liebman, J. F., Eds.; John Wiley & Sons: Chichester, U.K., 2005.
-
(2005)
The Chemistry of Cyclobutanes
-
-
Lee-Ruff, E.1
-
5
-
-
0003417469
-
-
Trost, B. M, Fleming, I, Eds, Pergamon Press: Oxford, U.K
-
(a) Hudlicky, T.; Reed, J. W. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, U.K., 1991;
-
(1991)
Comprehensive Organic Synthesis
-
-
Hudlicky, T.1
Reed, J.W.2
-
6
-
-
0001739961
-
-
(b) Hudlicky, T.; Kutchan, T. M.; Naqvi, S. M. Org. React. 1985, 33, 247.
-
(1985)
Org. React
, vol.33
, pp. 247
-
-
Hudlicky, T.1
Kutchan, T.M.2
Naqvi, S.M.3
-
11
-
-
0034830059
-
-
Cyclobutanones: (a) Trost, B. M.; Yasukata, T. J. Am. Chem. Soc. 2001, 123, 7162.
-
Cyclobutanones: (a) Trost, B. M.; Yasukata, T. J. Am. Chem. Soc. 2001, 123, 7162.
-
-
-
-
12
-
-
33646579577
-
-
Cyclopentanones: (b) Trost, B. M.; Xie, J. J. Am. Chem. Soc. 2006, 128, 6044.
-
Cyclopentanones: (b) Trost, B. M.; Xie, J. J. Am. Chem. Soc. 2006, 128, 6044.
-
-
-
-
14
-
-
0000787875
-
-
For an alternative entry to chiral cyclobutanones based on a Wagner-Meerwein shift induced by a Sharpless asymmetric epoxidation, see: (d) Nemoto, H, Ishibashi, H, Nagamochi, M, Fukumoto, K. J. Org. Chem. 1992, 57, 1707
-
For an alternative entry to chiral cyclobutanones based on a Wagner-Meerwein shift induced by a Sharpless asymmetric epoxidation, see: (d) Nemoto, H.; Ishibashi, H.; Nagamochi, M.; Fukumoto, K. J. Org. Chem. 1992, 57, 1707.
-
-
-
-
15
-
-
33846207883
-
-
For recent general reviews of gold catalysis, see: a
-
For recent general reviews of gold catalysis, see: (a) Jiménez-Núñez, E.; Echavarren, A. M. Chem. Commun. 2007, 333.
-
(2007)
Chem. Commun
, pp. 333
-
-
Jiménez-Núñez, E.1
Echavarren, A.M.2
-
17
-
-
34250824768
-
-
(c) Fürstner, A.; Davies, P. W. Angew. Chem., Int. Ed. 2007, 46, 3410.
-
(2007)
Angew. Chem., Int. Ed
, vol.46
, pp. 3410
-
-
Fürstner, A.1
Davies, P.W.2
-
19
-
-
51049105959
-
-
(e) Gorin, D. J.; Sherry, B. D.; Toste, F. D. Chem. Rev. 2008, 108, 3351.
-
(2008)
Chem. Rev
, vol.108
, pp. 3351
-
-
Gorin, D.J.1
Sherry, B.D.2
Toste, F.D.3
-
22
-
-
22144454984
-
-
(a) Markham, J. P.; Staben, S. T.; Toste, F. D. J. Am. Chem. Soc. 2005, 127, 9708.
-
(2005)
J. Am. Chem. Soc
, vol.127
, pp. 9708
-
-
Markham, J.P.1
Staben, S.T.2
Toste, F.D.3
-
23
-
-
67749106304
-
-
For a ruthenium-catalyzed version of the same ring expansion reaction, see: b
-
For a ruthenium-catalyzed version of the same ring expansion reaction, see: (b) Trost, B. M.; Xie, J.; Maulide, N. J. Am. Chem. Soc. 2008, 130, 17258.
-
(2008)
J. Am. Chem. Soc
, vol.130
, pp. 17258
-
-
Trost, B.M.1
Xie, J.2
Maulide, N.3
-
24
-
-
53849089263
-
-
and references therein. For a review of 1,2-alkyl migrations catalyzed by π acids, see
-
For a review of 1,2-alkyl migrations catalyzed by π acids, see: Crone, B.; Kirsch, S. F Chem. - Eur. J. 2008, 14, 3514, and references therein.
-
(2008)
Chem. - Eur. J
, vol.14
, pp. 3514
-
-
Crone, B.1
Kirsch, S.F.2
-
25
-
-
0032473509
-
-
For reviews of catalytic enantioselective formation of quaternary stereocenters, see: a
-
For reviews of catalytic enantioselective formation of quaternary stereocenters, see: (a) Corey, E. J.; Guzman-Perez, A. Angew. Chem., Int. Ed. 1998, 37, 388.
-
(1998)
Angew. Chem., Int. Ed
, vol.37
, pp. 388
-
-
Corey, E.J.1
Guzman-Perez, A.2
-
28
-
-
67649970248
-
-
For all three major bisphosphine ligand families BINAP, BIPHEP, and Segphos, the same trend was observed, with the xylyl-substituted representatives providing the highest selectivity within each family
-
For all three major bisphosphine ligand families (BINAP, BIPHEP, and Segphos), the same trend was observed, with the xylyl-substituted representatives providing the highest selectivity within each family.
-
-
-
-
29
-
-
67649976309
-
-
4, AgOTf, and AgOTs led to formation of 2 in only 67, 34, and 15% ee, respectively.
-
4, AgOTf, and AgOTs led to formation of 2 in only 67, 34, and 15% ee, respectively.
-
-
-
-
30
-
-
67649973331
-
-
AgNTf2 was found to slowly catalyze the ring expansion of 1, These observations suggest that the achiral catalyst causing the background reaction was not the silver cation
-
2. These observations suggest that the achiral catalyst causing the background reaction was not the silver cation.
-
2
-
-
-
31
-
-
34249978190
-
-
As opposed to 1,1-disubstituted allenes, for which intramolecular addition of the alcohol onto the allene was never observed, tri- and tetrasubstituted allenes generated substantial amounts of dihydrofuran byproducts. For an example of formation of dihydrofurans from alkoxyallenes, see: Yeom, H.-S.; Yoon, S.-J.; Shin, S. Tetrahedron Lett. 2007, 48, 4817.
-
As opposed to 1,1-disubstituted allenes, for which intramolecular addition of the alcohol onto the allene was never observed, tri- and tetrasubstituted allenes generated substantial amounts of dihydrofuran byproducts. For an example of formation of dihydrofurans from alkoxyallenes, see: Yeom, H.-S.; Yoon, S.-J.; Shin, S. Tetrahedron Lett. 2007, 48, 4817.
-
-
-
-
32
-
-
67649973332
-
-
The absolute configuration of cyclobutanone 4 was determined by crystal structure analysis of the corresponding tosylhydrazone. The absolute configurations of compounds 2 and 9 were assigned by comparison of the optical rotation with reported values see ref 4a, The absolute configurations of all the other compounds were assigned by analogy
-
The absolute configuration of cyclobutanone 4 was determined by crystal structure analysis of the corresponding tosylhydrazone. The absolute configurations of compounds 2 and 9 were assigned by comparison of the optical rotation with reported values (see ref 4a). The absolute configurations of all the other compounds were assigned by analogy.
-
-
-
-
34
-
-
35349012652
-
-
For examples of gold-catalyzed enantioselective reactions of allenes, see: (a) Luzung, M. R, Mauleón, P, Toste, F. D. J. Am. Chem. Soc. 2007, 129, 12402
-
For examples of gold-catalyzed enantioselective reactions of allenes, see: (a) Luzung, M. R.; Mauleón, P.; Toste, F. D. J. Am. Chem. Soc. 2007, 129, 12402.
-
-
-
-
35
-
-
34548606671
-
-
(b) Tarselli, M. A.; Chianese, A. R.; Lee, S. J.; Gagné, M. R. Angew. Chem., Int. Ed. 2007, 46, 6670.
-
(2007)
Angew. Chem., Int. Ed
, vol.46
, pp. 6670
-
-
Tarselli, M.A.1
Chianese, A.R.2
Lee, S.J.3
Gagné, M.R.4
-
36
-
-
34547567515
-
-
(c) Hamilton, G. L.; Kang, E. J.; Mba, M.; Toste, F. D. Science 2007, 317, 496.
-
(2007)
Science
, vol.317
, pp. 496
-
-
Hamilton, G.L.1
Kang, E.J.2
Mba, M.3
Toste, F.D.4
-
38
-
-
33847664670
-
-
(e) LaLonde, R. L.; Sherry, B. D.; Kang, E. J.; Toste, F. D. J. Am. Chem. Soc. 2007, 129, 2452.
-
(2007)
J. Am. Chem. Soc
, vol.129
, pp. 2452
-
-
LaLonde, R.L.1
Sherry, B.D.2
Kang, E.J.3
Toste, F.D.4
-
39
-
-
33846047998
-
-
(f) Zhang, Z.; Widenhoefer, R. A. Angew. Chem., Int. Ed. 2007, 46, 283.
-
(2007)
Angew. Chem., Int. Ed
, vol.46
, pp. 283
-
-
Zhang, Z.1
Widenhoefer, R.A.2
|