Chapter 2: Cascade reactions of carbonyl ylides for heterocyclic synthesis

Progress in Heterocyclic Chemistry

Volumn 20, Issue , 2009, Pages 20-46

  Padwa, Albert ^a  

^a EMORY UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 67449088200     PISSN: 09596380     EISSN: None     Source Type: Book Series    
DOI: 10.1016/S0959-6380(09)70006-6     Document Type: Article

References (103)

1. Regitz M. Chem. Ber. 99 (1966) 3128
2. Stork G., Kretchmer R.A., and Schlessinger R.H. J. Am. Chem. Soc. 90 (1968) 1647
3. Hoffmann R.W., and Luthardt H. J. Chem. Ber. 101 (1968) 3861
4. Stork G. Pure Appl. Chem. 17 (1968) 383
5. Mondon A., Hansen K.F., Boehme K., Faro H.P., Nestler H.J., Vilhuber H.G., and Böttcher K. Chem. Ber. 103 (1970) 615
6. Mondon A., and Seidel P.R. Chem. Ber. 104 (1971) 2937
7. Hamaguchi M., and Ibata T. Tetrahedron Lett. 15 (1974) 4475
8. Barton D.H.R., and McCombie S.W. J. Chem. Soc. Perkin. Trans. 1 (1975) 1574
9. Haruna M., and Ito K. J. Chem. Soc. Chem. Commun. (1976) 345
10. Huisgen R. Angew. Chem., Int. Ed. Engl. 16 (1977) 572
11. Shimizu N., and Bartlett P.D. J. Am. Chem. Soc. 100 (1978) 4260
12. Heathcock C.H., Kleinman E.F., and Binkley E.S. J. Am. Chem. Soc. 100 (1978) 8036
13. Dean R.T., and Rapoport H.A. J. Org. Chem. 43 (1978) 4183
14. Mondon A., and Nestler H.J. Chem. Ber. 112 (1979) 1329
15. Heathcock C.H., and Kleinman E.F. Tetrahedron Lett. 20 (1979) 4125
16. Kuehne M.E., Matsko T.H., Bohnert J.C., Motyka L., and Oliver-Smith D. J. Org. Chem. 46 (1981) 2002
17. Sato M., Kanuma N., and Kato T. Chem. Pharm. Bull. 30 (1982) 1315
18. Heathcock C.H., Kleinman E.F., and Binkley E.S. J. Am. Chem. Soc. 104 (1982) 1054
19. Gillon A., Ovadia D., Kapon M., and Bien S. Tetrahedron 38 (1982) 1477
20. Bèkhazi M., and Warkentin J. Can. J. Chem. 61 (1983) 619
21. Bèkhazi M., and Warkentin J. J. Am. Chem. Soc. 105 (1983) 1289
22. Gallagher T., Magnus P., and Huffman J.C. J. Am. Chem. Soc. 105 (1983) 4750
23. Overman L.E., Sworin M., and Burk R.M. J. Org. Chem. 48 (1983) 2685
24. Zhou B.N., Ying B.P., Song G.Q., Chen Z.H., Han J., and Yan Y.F. Planta Med. 47 (1983) 35
25. Kuehne M.E., and Earley W.G. Tetrahedron 39 (1983) 3707
26. Magnus P., Gallagher T., Brown P., and Pappalardo P. Acc. Chem. Res. 17 (1984) 35
27. Békhazi M., Smith P.J., and Warkentin J. Can. J. Chem. 62 (1984) 1646
28. Keus D., Kaminski M., and Warkentin J. J. Org. Chem. 49 (1984) 343
29. Ishibashi H., Sato K., Ikeda M., Maeda H., Akai S., and Tamura Y. J. Chem. Soc. Perkin. Trans. 1 (1985) 605
30. Sundberg R.J., and Pearce B.C. J. Org Chem. 50 (1985) 245
31. Ibata T., and Toyoda J. Bull. Chem. Soc. Jpn. 59 (1986) 2489
32. Ibata T., Toyoda J., Sawada M., and Tanaka T. J. Chem. Soc, Chem. Commun. (1986) 1266
33. Doyle M.P. Chem. Rev. 86 (1986) 919
34. Padwa A., Carter S.P., and Nimmesgern H. J. Org. Chem. 51 (1986) 1157
35. Doyle M.P., Dorow R.L., Terpstra J.W., and Rodenhouse R.A. J. Org. Chem. 51 (1986) 4077
36. Padwa A., and Stull P.D. Tetrahedron Lett. 28 (1987) 5407
37. Padwa A., Carter S.P., Nimmesgern H., and Stull P.D. J. Am. Chem. Soc. 110 (1988) 2894
38. Padwa A., Fryxell G.E., and Zhi L. J. Org. Chem. 53 (1988) 2875
39. Maier M.E., and Evertz K. Tetrahedron Lett. 31 (1988) 1677
40. Maier M.E., and Schöffling B. Chem. Ber. 122 (1989) 1081
41. Wender P.A., Kogen H., Lee H.Y., Munger J.D., Wilhelm R.S., and Williams P.D. J. Am. Chem. Soc. 111 (1989) 8957
42. Overman L.E., Robertson G., and Robichaud A.J. J. Org. Chem. 54 (1989) 1236
43. Padwa A., Chinn R.L., and Zhi L. Tetrahedron Lett. 30 (1989) 1491
44. Padwa A., Chinn R.L., Hornbuckle S.F., and Zhi L. Tetrahedron Lett. 30 (1989) 301
45. Padwa A., Hertzog D.L., and Chinn R.L. Tetrahedron Lett. 30 (1989) 4077
46. Padwa A., Fryxell G.E., and Zhi L. J. Am. Chem. Soc. 112 (1990) 3100
47. Kraus G.A., Thomas P.J., Bougie D., and Chen L. J. Org. Chem. 55 (1990) 1624
48. Padwa A., and Hornbuckle S.F. Chem. Rev. 91 (1991) 263
49. Padwa A., Chinn R.L., Hornbuckle S.F., and Zhang Z.J. J. Org. Chem. 56 (1991) 3271
50. Doyle M.P., Pieters R.J., Tauton J., Pho H.Q., Padwa A., Hertzog D.L., and Precedo L. J. Org. Chem. 56 (1991) 820
51. Dehaen W., and Hassner A. J. Org. Chem. 56 (1991) 896
52. Nkiliza J., and Vercauteren J. Tetrahedron Lett. 32 (1991) 1787
53. Awang K., Sevenet T., Hadi A.H.A., David B., and Pais M. Tetrahedron Lett. 33 (1992) 2493
54. Hertzog D.L., Austin D.J., Nadler W.R., and Padwa A. Tetrahedron Lett. 33 (1992) 4731
55. Tietze L.F., and Beifuss U. Angew. Chem., Int. Ed. Engl. 32 (1993) 131
56. Bonjoch J., Sole D., and Bosch J. J. Am. Chem. Soc. 115 (1993) 2064
57. Rawal V.H., Michoud C., and Monestel R.F. J. Am. Chem. Soc. 46 (1993) 3030
58. Dauben W.G., Dinges J., and Smith T.C. J. Org. Chem. 58 (1993) 7635
59. Padwa A., and Hertzog D.L. Tetrahedron 49 (1993) 2589
60. Padwa A., Sandanayaka V.P., and Curtis E.A. J. Am. Chem. Soc. 116 (1994) 2667
61. Pearson W.H., and Postich M.J. J. Org. Chem. 59 (1994) 5662
62. Kinder Jr. F.R., and Bair K.W. J. Org. Chem. 59 (1994) 6965
63. Kuehne M.E., Brook C.S., Xu F., and Parsons R. Pure Appl. Chem. 66 (1994) 2095
64. Osterhout M.H., Nadler W.R., and Padwa A. Synthesis (1994) 123
65. McMills M.C., Zhuang L., Wright D.L., and Watt W. Tetrahedron Lett. 35 (1994) 8311
66. Koyama H., Ball R.G., and Berger G.D. Tetrahedron Lett. 35 (1994) 9185
67. Parsons P.J., Penkett C.S., and Shell A.J. Chem. Rev. 95 (1995) 195
68. Padwa A., and Price A.T. J. Org. Chem. 60 (1995) 6258
69. Bunce R.A. Tetrahedron 51 (1995) 13103
70. Curtis E.A., Sandanayaka V.P., and Padwa A. Tetrahedron Lett. 36 (1995) 1989
71. Nadin A., and Nicolaou K.C. Angew. Chem., Int. Ed. Engl. 35 (1996) 1622
72. In: Katritzky A., Rees C.W., and Scriven E.F. (Eds). Comprehensive Heterocyclic Chemistry (1996), Elsevier Science, Oxford, U.K.
73. Tietze L.F. Chem. Rev. 96 (1996) 115
74. Wender P.A. Chem. Rev. 96 (1996) 1-600
75. Padwa A., Curtis E.A., and Sandanayaka V.P. J. Org. Chem. 61 (1996) 73
76. Hodgson D.M., Bailey J.M., and Harrison T. Tetrahedron Lett. 37 (1996) 4623
77. Kam T.S., Yoganathan K., Koyano T., and Komiyama K. Tetrahedron Lett. 37 (1996) 5765
78. Weingarten M.D., Prein M., Price A.T., Snyder J.P., and Padwa A. J. Org. Chem. 62 (1997) 2001
79. Mori M., Kuroda S., Zhang C., and Sato Y. J. Org. Chem. 62 (1997) 3263
80. Kam T.S., Yoganathan K., Li H.Y., and Harada N. Tetrahedron 53 (1997) 12661
81. Uzir S., Mustapha A.M., Hadi A.H.A., Awang K., Wiart C., Gallard J.F., and Pais M. Tetrahedron Lett. 38 (1997) 1571
82. Padwa A., and Price A.T. J. Org. Chem. 63 (1998) 556
83. Rigby J.H., Laurent S., Cavezza A., and Heeg M.J. J. Org. Chem. 63 (1998) 5587
84. Kam T.S., Sim K.M., Koyano T., and Komiyama K. Phytochemistry 50 (1998) 75
85. Kataoka O., Kitagaki S., Watanabe N., Kobayashi J., Nakamura S., Shiro M., and Hashimoto S. Tetrahedron Lett. 39 (1998) 2371
86. He F., Bo Y., Altom J.D., and Corey E.J. J. Am. Chem. Soc. 121 (1999) 6771
87. Padwa A., Snyder J.P., Curtis E.A., Sheehan S.M., Worsencroft K.M., and Kappe C.O. J. Am. Chem. Soc. 122 (2000) 8155
88. Hodgson D.M., and Villalonga-Barber C. Tetrahedron Lett. 41 (2000) 5597
89. Hodgson D.M., Pierard F.Y.T.M., and Stupple P.A. Chem. Soc. Rev. 30 (2001) 50
90. Chiu P., Chen B., and Cheng K.F. Org. Lett. 3 (2001) 1721
91. Fuchs P.L. Tetrahedron 57 (2001) 6855
92. Liu B., and Moeller K.D. Tetrahedron Lett. 42 (2001) 7163
93. Lóepez F., Castedo L., and Mascareñas J.L. Chem. Eur. J. 8 (2002) 884
94. Mehta G., and Muthusamy S. Tetrahedron 58 (2002) 9477
95. Sumi S., Matsumoto K., Tokuyama H., and Fukuyama T. Org. Lett. 5 (2003) 1891
96. Sumi S., Matsumoto K., Tokuyama H., and Fukuyama T. Tetrahedron 59 (2003) 8571
97. Mejía-Oneto J.M., and Padwa A. Org. Lett. 6 (2004) 3241
98. Padwa A., Lynch S.M., Mejía-Oneto J.M., and Zhang H. J. Org. Chem. 70 (2005) 2206
99. Choi Y., Ishikawa H., Velcicky J., Elliott G.I., Miller M.M., and Boger D.L. Org. Lett. 7 (2005) 4539
100. Mejía-Oneto J.M., and Padwa A. Org. Lett. 8 (2006) 3275
101. Hong X., France S., Mejía-Oneto J.M., and Padwa A. Org. Lett. 8 (2006) 5141
102. Marino J.P., and Cao G. Tetrahedron Lett. 47 (2006) 7711
103. Hong X., France S., and Padwa A. Tetrahedron 63 (2007) 5962