(p) Patureau, F. W.; Worch, C.; Siegler, M. A.; Spek, A. L.; Bolm, C.; Reek, J. N. H. Adv. Synth. Catal. 2012, 354, 59;
[2]
(d) Cui, C. B.; Kakeya, H.; Osada, H. J. Antibiot. 1996, 49, 832;
[3]
(q) Pignataro, L.; Bovio, C.; Civera, M.; Gennari, C.; Piarulli, U. Chem. Eur. J. 2012, 18, 10368.
[4]
(b) Antonchick, A. P.; Schuster, H.; Bruss, H.; Schürmann, M.; Preut, H.; Rauh, D.; Waldmann, H. Tetrahedron 2011, 67, 10195;
[5]
For selected examples on catalytic asymmetric synthesis of other spiro-oxindoles, see: (a) Trost, B. M.; Cramer, N.; Silverman, S. M. J. Am. Chem. Soc. 2007, 129, 12396;
[6]
(d) Lu, S. M.; Bolm, C. Angew. Chem., Int. Ed. 2008, 47, 8920;
[7]
(a) Pietruszka, J. Chem. Rev. 2003, 103, 1051;
[8]
(b) Bui, T.; Syed, S.; Barbas Ⅲ, C. F. J. Am. Chem. Soc. 2009, 131, 8758;
[9]
Stephan, D. W.; Greenberg, S.; Graham, T. W.; Chase, P.; Hastie, J. J.; Geier, S. J.; Farrell, J. M.; Brown, C. C.; Heiden, Z. M.; Welch, G. C.; Ullrich, M. Inorg. Chem. 2011, 50, 1233.
[10]
(b) Wessjohann, L. A.; Brandt, W.; Thiemann, T. Chem. Rev. 2003, 103, 1625;
[11]
(e) Lu, W. J.; Chen, Y. W.; Hou, X. L. Angew. Chem., Int. Ed. 2008, 47, 10133;
[12]
(c) Brandi, A.; Cicchi, S.; Cordero, F. M.; Goti, A. Chem. Rev. 2003, 103, 1213.
For recent reviews, see: (a) Shi, M.; Shao, L.-X.; Lu, J.-M.; Wei, Y.; Mizuno, K.; Maeda, H. Chem. Rev. 2010, 110, 5883;
[15]
(b) Pellisier, H. Tetrahedron 2010, 66, 8341;
[16]
(r) Woodmansee, D. H.; Pfaltz, A. Chem. Commun. 2011, 47, 7912;
[17]
(b) Harmata, M. Acc. Chem. Res. 2001, 34, 595;
[18]
(c) Harmata, M. Adv. Synth. Catal. 2006, 348, 2297;
[19]
(d) Nair, V.; Abhilash, K. G. Top. Heterocycl. Chem. 2008, 13, 173;
[20]
(e) Nair, V.; Abhilash, K. G. Synlett 2008, 301;
[21]
(f) Lohse, A. G.; Hsung, R. P. Chem.–Eur. J. 2011, 17, 3812;
[22]
(g) Pellissier, H. Adv. Synth. Catal. 2011, 353, 189;
[23]
(i) Bajtos, B.; Yu, M.; Zhao, H.; Pagenkopf, B. L. J. Am. Chem. Soc. 2007, 129, 9631;
[24]
(h) Ylijoki, K. E. O.; Stryker, J. M. Chem. Rev. 2013, 113, 2244.
[25]
(s) Cadu, A.; Andersson, P. G. J. Organomet. Chem. 2012, 714, 1. Chirally modified Pd-nanoparticles have also been shown efficient for catalytic hydrogenation of α,β-unsaturated carboxylic acids, for a recent example, see:
For examples of catalytic asymmetric [5+2] cycloadditions, see: (a) Wender, P. A.; Haustedt, L. O.; Lim, J.; Love, J. A.; Williams, T. J.; Yoon, J.-Y. J. Am. Chem. Soc. 2006, 128, 6302;
[52]
(b) Shintani, R.; Nakatsu, H.; Takatsu, K.; Hayashi, T. Chem.-Eur. J. 2009, 15, 8692.
For examples of catalytic asymmetric [4+3] cycloadditions, see: (a) Harmata, M.; Ghosh, S. K.; Hong, X.; Wacharasindhu, S.; Kirchhoefer, P. J. Am. Chem. Soc. 2003, 125, 2058;
[57]
(b) Huang, J.;Hsung, R. P. J. Am. Chem. Soc. 2005, 127, 50;
For examples of [8+2] cycloadditions with dienylisobenzofurans as 8π components, see: (a) Luo, Y.; Herndon, J. W.; Cervantes-Lee, F. J. Am. Chem. Soc. 2003, 125, 12720;
[76]
(b) Zhang, L.; Wang, Y.; Buckingham, C.; Herndon, J. W. Org. Lett. 2005, 7, 1665;
[77]
(c) Chen, Y.; Ye, S.; Jiao, L.; Liang, Y.; Sinha-Mahapatra, D. K.; Herndon, J. W.; Yu, Z.-X. J. Am. Chem. Soc. 2007, 129, 10773;
[78]
(d) Roy, P.; Ghorai, B. K. Tetrahedron Lett. 2011, 52, 5668.
[79]
For examples of [8+2] cycloadditions with indolizines as 8π components, see: (a) Godfrey, J. C. J. Org. Chem. 1959, 24, 581;
[80]
(b) Galbraith, A.; Small, T.; Barnes, R. A.; Boekelheide, V. J. Am. Chem. Soc. 1961, 83, 453;
[81]
(c) Aginagalde, M.; Vara, Y.; Arrieta, A.; Zangi, R.; Cebolla, V. L.; Delgado-Camón, A.; Cossío, F. P. J. Org. Chem. 2010, 75, 2776.
[82]
For examples of [8+2] cycloadditions with benzothietes as 8π components, see: (a) Kanakarajan, K.; Meier, H. J. Org. Chem. 1983, 48, 881;
(c) Jayasuriya, H.; Herath, K. B.; Zhang, C.; Zink, D. L.; Basilio, A.; Genilloud, O.; Diez, M. T.; Vicente, F.; Gonzalez, I.; Salazar, O.; Pelaez, F.; Cummings, R.; Ha, S.; Wang, J.; Singh, S. B. Angew. Chem., Int. Ed. 2007, 46, 4684;
[89]
(d) Spangler, J. E.; Sorensen, E. J. Tetrahedron 2009, 65, 6739;
[90]
For an example of a catalytic asymmetric [4+2] cycloaddition with tropones as 4π components, see: (a) Li, P.; Yamamoto, H. J. Am. Chem. Soc. 2009, 131, 16628; For examples of catalytic asymmetric [6+3] cycloadditions with tropones as 6π components, see:
[91]
(e) Sacher, J. R.; Weinreb, S. M. Org. Lett. 2012, 14, 2172;
(c) Trost, B. M.; McDougall, P. J. Org. Lett. 2009, 11, 3782; For example of a catalytic asymmetric [6+ cycloaddition with tropones as 6π components, see:
[97]
(d) Rigby, J. H.; Fleming, M. Tetrahedron Lett. 2002, 43, 8643.
(c) Nair, V.; Abhilash, K. G.; Suresh, E. Tetrahedron Lett. 2006, 47, 9329; (d) Rivero, A. R.; Fernández, I.; Sierra, M. A. J. Org. Chem. 2012, 77, 6648.
[103]
(c) Burden, P. M.; Ai, T.-H.; Lin, H.-Q.; Akinci, M.; Costandi, M.; Hambley, T. M.; Johnston, G. A. R. J. Med. Chem. 2000, 43, 4629;
[104]
For examples of azaheptafulvenes as 8π components see: (a) Yamamoto, K.; Kajigaeshi, S.; Kanemasa, S. Chem. Lett. 1977, 85;
[105]
(b) Yamamoto, K.; Kajigaeshi, S.; Kanemasa, S. Chem. Lett. 1977, 91;
[106]
(c) Truce, W. E.; Shepherd, J. P. J. Am. Chem. Soc. 1977, 99, 6453;
[107]
(d) Nair, V.; Abhilash, K. G. Tetrahedron Lett. 2006, 47, 8707;
[108]
(e) Lage, M. L.; Fernández, I.; Sierra, M. A.; Torres, M. R. Org. Lett. 2011, 13, 2892.
(i) Fernandez-Perez, H.; Donald, S. M. A.; Munslow, I. J.; Benet-Buchholz, J.; Maseras, F.; Vidal-Ferran, A. Chem. Eur. J. 2010, 16, 6495;
[137]
For selected examples of synthesis chiral spiro[pyrrolidin- 3,3'-oxindoles] by using chiral substrates, see: (a) Sebahar, P. R.; Williams, R. M. J. Am. Chem. Soc. 2000, 122, 5666;
(k) Wassenaar, J.; Kuil, M.; Lutz, M.; Spek, A. L.; Reek, J. N. H. Chem. Eur. J. 2010, 16, 6509;
[144]
(l) Zupancic, B.; Mohar, B.; Stephan, M. Org. Lett. 2010, 12, 3022;
[145]
(d) Lo, M. M.-C.; Neumann, C. S.; Nagayama, S.; Perlstein, E. O.; Schreiber, S. L. J. Am. Chem. Soc. 2004, 126, 16077.
[146]
(b) Schulz, F.; Sumerin, V.; Heikkinen, S.; Pedersen, B.; Wang, C.; Atsumi, M.; Leskel?, M.; Repo, T.; Pyykk?, P.; Petry, W.; Rieger, B. J. Am. Chem. Soc. 2011, 133, 20245.
[147]
(m) Etayo, P.; Nunnez-Rico, J. L.; Vidal-Ferran, A. Organometallics 2011, 30, 6718;
[148]
(n) Bellini, R.; Reek, J. N. H. Eur. J. Inorg. Chem. 2012, 2012, 4684;
[149]
Sumerin, V.; Chernichenko, K.; Nieger, M.; Leskel?, M.; Rieger, B.; Repo, T. Adv. Synth. Catal. 2011, 353, 2093.
[150]
For other efforts on the asymmetric synthesis of spiro[pyrrolidin-3,3'-oxindoles], see: (a) Overman, L. E.; Rosen, M. D. Angew. Chem., Int. Ed. 2000, 39, 4596;
[151]
Cao, Z.; Du, H. Org. Lett. 2010, 12, 2602.
[152]
(b) Trost, B. M.; Brennan, M. K. Org. Lett. 2006, 8, 2027.
[153]
Liu, Y.; Du, H. J. Am. Chem. Soc. 2013, 135, 6810.
[154]
(o) Nunez-Rico, J. L.; Etayo, P.; Fernandez-Perez, H.; Vidal-Ferran, A. Adv. Synth. Catal. 2012, 354, 3025;
For selected references on the spiro backbone based chiral ligands in asymmetric catalysis, see: (a) Chan, A. S. C.; Hu, W.; Pai, C.-C.; Lau, C.-P.; Jiang, Y.; Mi, A.; Yan, M.; Sun, J.; Lou, R.; Deng, J. J. Am. Chem. Soc. 1997, 119, 9570;
[196]
(b) Xie, J. H.; Zhou, Q. L. Acc. Chem. Res. 2008, 41, 581;
For an example of a catalytic asymmetric [6+2] cycloaddition with fulvenes as 6π components, see: (a) Hayashi, Y.; Gotoh, H.; Honma, M.; Sankar, K.; Kumar, I.; Ishikawa, H.; Konno, K.; Yui, H.; Tsuzuki, S.; Uchimaru, T. J. Am. Chem. Soc. 2011, 133, 20175; For examples of catalytic asymmetric [6+3] cycloadditions with fulvenes as 6π components, see: