-
3
-
-
0141746783
-
-
Breslow, R. C. D., Tirrell, M. V., Eds.; National Academy Press: Washinton; Chapters 3, 4, 7, 8, 10, 11
-
See, for example: Beyond the Molecular Frontier: Challenges for Chemistry and Chemical Engineering; Breslow, R. C. D., Tirrell, M. V., Eds.; National Academy Press: Washinton, D.C., 2003; Chapters 3, 4, 7, 8, 10, 11.
-
(2003)
Beyond the Molecular Frontier: Challenges for Chemistry and Chemical Engineering
-
-
-
4
-
-
0003417469
-
-
Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford
-
(a) Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, 1991; Vols. 1-9.
-
(1991)
Comprehensive Organic Synthesis
, vol.1-9
-
-
-
5
-
-
0003579939
-
-
Paquette, L. A., Ed.; Wiley & Sons: New York
-
(b) Encyclopedia of Reagents for Organic Synthesis; Paquette, L. A., Ed. ; Wiley & Sons: New York, 1995; Vols. 1-8.
-
(1995)
Encyclopedia of Reagents for Organic Synthesis
, vol.1-8
-
-
-
6
-
-
7044235263
-
-
For recent reviews, see: (a) Tietze, L. F. Chem. Rev. 1996, 96, 115-136.
-
(1996)
Chem. Rev.
, vol.96
, pp. 115-136
-
-
Tietze, L.F.1
-
9
-
-
0001451085
-
-
(d) Ryu, I.; Sonoda, N.; Curran, D. P. Chem. Rev. 1996, 96, 177-194.
-
(1996)
Chem. Rev.
, vol.96
, pp. 177-194
-
-
Ryu, I.1
Sonoda, N.2
Curran, D.P.3
-
10
-
-
0001146788
-
-
(e) Parsons, P. J.; Penkett, C. S.; Shell, A. J. Chem. Rev. 1996, 96, 195-206.
-
(1996)
Chem. Rev.
, vol.96
, pp. 195-206
-
-
Parsons, P.J.1
Penkett, C.S.2
Shell, A.J.3
-
11
-
-
0000770422
-
-
(f) Wang, K. K. Chem. Rev. 1996, 96, 207-222.
-
(1996)
Chem. Rev.
, vol.96
, pp. 207-222
-
-
Wang, K.K.1
-
15
-
-
33750173220
-
-
(j) Tietze, L. F.; Beifuss, U. Angew. Chem., Int. Ed. Engl. 1993, 32, 131-163.
-
(1993)
Angew. Chem., Int. Ed. Engl.
, vol.32
, pp. 131-163
-
-
Tietze, L.F.1
Beifuss, U.2
-
20
-
-
0000997425
-
-
Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford
-
For brief reviews, see: (a) Overman, L. E.; Ricca, D. J. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, 1991; Vol. 2, pp 1007-1010.
-
(1991)
Comprehensive Organic Synthesis
, vol.2
, pp. 1007-1010
-
-
Overman, L.E.1
Ricca, D.J.2
-
23
-
-
0027507601
-
-
(a) Knight, S. D.; Overman, L. E.; Pairaudeau, G. J Am. Chem. Soc. 1993, 115, 9293-9294.
-
(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 9293-9294
-
-
Knight, S.D.1
Overman, L.E.2
Pairaudeau, G.3
-
24
-
-
0029003845
-
-
(b) Knight, S. D.; Overman, L. E.; Pairaudeau, G. J. Am. Chem. Soc. 1995, 117, 5776-5788.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 5776-5788
-
-
Knight, S.D.1
Overman, L.E.2
Pairaudeau, G.3
-
25
-
-
0033575122
-
-
(a) Fox, M. E.; Li, C.; Marino, J. P., Jr.; Overman, L. E. J. Am. Chem. Soc. 1999, 121, 5467-5480.
-
(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 5467-5480
-
-
Fox, M.E.1
Li, C.2
Marino J.P., Jr.3
Overman, L.E.4
-
26
-
-
0027495588
-
-
(b) Kucera, D. J.; O'Connor, S. J.; Overman, L. E. J. Org. Chem. 1993, 58, 5304-5306.
-
(1993)
J. Org. Chem.
, vol.58
, pp. 5304-5306
-
-
Kucera, D.J.1
O'Connor, S.J.2
Overman, L.E.3
-
27
-
-
0000741748
-
-
(a) Martinet, P.; Mousset, G.; Michel, M. C. R. Acad. Sci. Paris, Ser. C 1969, 268, 1303-1306.
-
(1969)
Acad. Sci. Paris, Ser. C
, vol.268
, pp. 1303-1306
-
-
Martinet, P.1
Mousset, G.2
Michel, M.C.R.3
-
30
-
-
0141746780
-
-
For subsequent investigations by the Mousset group, see: (a) Mousset, G. Bull. Soc. Chim. Fr. 1971, 4097-4106.
-
(1971)
Bull. Soc. Chim. Fr.
, pp. 4097-4106
-
-
Mousset, G.1
-
31
-
-
0141746781
-
-
(b) Chambenois, D.; Mousset, G. C. R. Acad. Sci. Paris, Ser. C 1972, 274, 715-718.
-
(1972)
Acad. Sci. Paris, Ser. C
, vol.274
, pp. 715-718
-
-
Chambenois, D.1
Mousset, G.C.R.2
-
32
-
-
0141634781
-
-
(c) Chambenois, D.; Mousset, G. C. R. Acad. Sci. Paris, Ser. C 1972, 274, 2088-2091.
-
(1972)
Acad. Sci. Paris, Ser. C
, vol.274
, pp. 2088-2091
-
-
Chambenois, D.1
Mousset, G.C.R.2
-
36
-
-
0001712252
-
-
(a) Hopkins, M. H.; Overman, L. E.; Rishton, G. M. J. Am. Chem. Soc. 1991, 113, 5354-5365.
-
(1991)
J. Am. Chem. Soc.
, vol.113
, pp. 5354-5365
-
-
Hopkins, M.H.1
Overman, L.E.2
Rishton, G.M.3
-
37
-
-
0141746779
-
-
(b) Hopkins, M. H.; Overman, L. E.; Rishton, G. M. J. Am. Chem. Soc. 1992, 114, 10093.
-
(1992)
J. Am. Chem. Soc.
, vol.114
, pp. 10093
-
-
Hopkins, M.H.1
Overman, L.E.2
Rishton, G.M.3
-
38
-
-
0034598027
-
-
(c) Gasparski, C. M.; Herrinton, P. M.; Overman, L. E.; Wolfe, J. P. Tetrahedron Lett. 2000, 41, 9431-9435.
-
(2000)
Tetrahedron Lett.
, vol.41
, pp. 9431-9435
-
-
Gasparski, C.M.1
Herrinton, P.M.2
Overman, L.E.3
Wolfe, J.P.4
-
39
-
-
0035912325
-
-
(d) Cohen, F.; MacMillan, D. W. C.; Overman, L. E.; Romero, A. Org. Lett. 2001, 3, 1225-1228.
-
(2001)
Org. Lett.
, vol.3
, pp. 1225-1228
-
-
Cohen, F.1
MacMillan, D.W.C.2
Overman, L.E.3
Romero, A.4
-
40
-
-
0001928999
-
-
NATO ASI Series C; Schinzer, D., Ed.; Kluwer Academic: Dordrecht, The Netherlands
-
For brief reviews, see ref 9b,c and: Overman, L. E. In Selectivities in Lewis Acid-Promoted Reactions; NATO ASI Series C; Schinzer, D., Ed.; Kluwer Academic: Dordrecht, The Netherlands, 1989; Vol. 289, pp 1-20.
-
(1989)
Selectivities in Lewis Acid-Promoted Reactions
, vol.289
, pp. 1-20
-
-
Overman, L.E.1
-
41
-
-
33751151643
-
-
For an investigation of this approach for cyclic ether synthesis in another laboratory, see: Mulzer, J.; Greifenberg, S.; Buschmann, J.; Luger, P. Angew. Chem., Int. Ed. Engl. 1993, 32, 1173-1174.
-
(1993)
Angew. Chem., Int. Ed. Engl.
, vol.32
, pp. 1173-1174
-
-
Mulzer, J.1
Greifenberg, S.2
Buschmann, J.3
Luger, P.4
-
43
-
-
0001500897
-
-
References 15-17 and: (a) Herrinton, P. M.; Hopkins, M. H.; Mishra, P.; Brown, M. J.; Overman, L. E. J. Org. Chem. 1987, 52, 3711-3712.
-
(1987)
J. Org. Chem.
, vol.52
, pp. 3711-3712
-
-
Herrinton, P.M.1
Hopkins, M.H.2
Mishra, P.3
Brown, M.J.4
Overman, L.E.5
-
44
-
-
0000773305
-
-
(b) Brown, M. J.; Harrison, T.; Herrinton, P. M.; Hopkins, M. H.; Hutchinson, K. D.; Mishra, P.; Overman, L. E. J. Am. Chem. Soc. 1991, 113, 5365-5378.
-
(1991)
J. Am. Chem. Soc.
, vol.113
, pp. 5365-5378
-
-
Brown, M.J.1
Harrison, T.2
Herrinton, P.M.3
Hopkins, M.H.4
Hutchinson, K.D.5
Mishra, P.6
Overman, L.E.7
-
47
-
-
0035913709
-
-
(e) MacMillan, D. W. C.; Overman, L. E.; Pennington, L. D. J. Am. Chem. Soc. 2001, 123, 9033-9044.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 9033-9044
-
-
MacMillan, D.W.C.1
Overman, L.E.2
Pennington, L.D.3
-
48
-
-
0004117577
-
-
American Chemical Society: Washington, D.C.; Chapters 2 and 3
-
For discussions of the barriers of C-C single bond rotations, see: (a) Eliel, E. L.; Allinger, N. L.; Angyal, S. J.; Morrison, G. A. Conformational Analysis; American Chemical Society: Washington, D.C., 1965; Chapters 2 and 3.
-
(1965)
Conformational Analysis
-
-
Eliel, E.L.1
Allinger, N.L.2
Angyal, S.J.3
Morrison, G.A.4
-
50
-
-
0037241494
-
-
For reviews of alkene nucleophilicities, see: (a) Mayr, H.; Kempf, B.; Ofial, A. R. Acc. Chem. Res. 2003, 36, 66-77.
-
(2003)
Acc. Chem. Res.
, vol.36
, pp. 66-77
-
-
Mayr, H.1
Kempf, B.2
Ofial, A.R.3
-
51
-
-
0035802329
-
-
(b) Mayr, H.; Bug, T.; Gotta, M. F.; Hering, N.; Irrgang, B.; Janker, B. ; Kempf, B.; Loos, R.; Ofial, A. R.; Remennikov, G. R.; Schimmel, H. J. Am. Chem. Soc. 2001, 123, 9500-9512.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 9500-9512
-
-
Mayr, H.1
Bug, T.2
Gotta, M.F.3
Hering, N.4
Irrgang, B.5
Janker, B.6
Kempf, B.7
Loos, R.8
Ofial, A.R.9
Remennikov, G.R.10
Schimmel, H.11
-
52
-
-
0141746774
-
-
(c) Mayr, H.; Patz, M. Angew. Chem., Int. Ed. Engl. 1994, 33, 334-338.
-
(1994)
Angew. Chem., Int. Ed. Engl.
, vol.33
, pp. 334-338
-
-
Mayr, H.1
Patz, M.2
-
53
-
-
0030768660
-
-
For discussions of electrophilic additions to chiral allylic ethers, see: (a) Haller, J.; Strassner, T.; Houk, K. N. J. Am. Chem. Soc. 1997, 119, 8031-8034.
-
(1997)
J. Am. Chem. Soc.
, vol.119
, pp. 8031-8034
-
-
Haller, J.1
Strassner, T.2
Houk, K.N.3
-
54
-
-
33845283500
-
-
(b) Kahn, S. D.; Pau, C. F.; Chamberlin, A. R.; Hehre, W. J. J. Am. Chem. Soc, 1987, 109, 650-663.
-
(1987)
J. Am. Chem. Soc.
, vol.109
, pp. 650-663
-
-
Kahn, S.D.1
Pau, C.F.2
Chamberlin, A.R.3
Hehre, W.J.4
-
55
-
-
0001275598
-
-
(c) Chamberlin, A. R.; Mulholland, R. L., Jr.; Kahn, S. D.; Hehre, W. J. J. Am. Chem. Soc. 1987, 109, 672-677.
-
(1987)
J. Am. Chem. Soc.
, vol.109
, pp. 672-677
-
-
Chamberlin, A.R.1
Mulholland R.L., Jr.2
Kahn, S.D.3
Hehre, W.J.4
-
56
-
-
0023043811
-
-
For a review, see: (d) Houk, K. N.; Paddon-Row: M. N.; Rondan, N. G.; Wu, Y.-D.; Brown, F. K.; Spellmeyer, D. C.; Metz, J. T.; Li, Y.; Loncharich, R. J. Science 1986, 231, 1108-1117.
-
(1986)
Science
, vol.231
, pp. 1108-1117
-
-
Houk, K.N.1
Paddon-Row, M.N.2
Rondan, N.G.3
Wu, Y.-D.4
Brown, F.K.5
Spellmeyer, D.C.6
Metz, J.T.7
Li, Y.8
Loncharich, R.J.9
-
57
-
-
0000527199
-
-
For discussions of the stereomutation of oxocarbenium ions, see: (a) Cremer, D.; Gauss, J.; Childs, R. F.; Blackburn, C. J. Am. Chem. Soc. 1985, 107, 2435-2441.
-
(1985)
J. Am. Chem. Soc.
, vol.107
, pp. 2435-2441
-
-
Cremer, D.1
Gauss, J.2
Childs, R.F.3
Blackburn, C.4
-
58
-
-
0000871715
-
-
(b) Broeker, J. L.; Hoffmann, R. W.; Houk, K. N. J. Am. Chem. Soc. 1991, 113, 5006-5017.
-
(1991)
J. Am. Chem. Soc.
, vol.113
, pp. 5006-5017
-
-
Broeker, J.L.1
Hoffmann, R.W.2
Houk, K.N.3
-
59
-
-
0001290261
-
-
Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford
-
For a comprehensive review, see: Snider, B. B. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, 1991; Vol. 2, pp 527-562.
-
(1991)
Comprehensive Organic Synthesis
, vol.2
, pp. 527-562
-
-
Snider, B.B.1
-
60
-
-
0003811086
-
-
Patai, S., Ed.; Wiley: New York
-
In the absence of stereoelectronic constraints, pinacol rearrangements have extremely low activation barriers, see: (a) Bartok, M.; Molnar, A. In Chemistry of Ethers, Crown Ethers, Hydroxyl Compounds and Their Sulfur Analogues; Patai, S., Ed.; Wiley: New York, 1980; Part 2, pp 722-732.
-
(1980)
Chemistry of Ethers, Crown Ethers, Hydroxyl Compounds and Their Sulfur Analogues
, Issue.PART 2
, pp. 722-732
-
-
Bartok, M.1
Molnar, A.2
-
61
-
-
0000382638
-
-
Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford
-
(b) Rickborn, In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, 1991; Vol. 3, pp 721-732.
-
(1991)
Comprehensive Organic Synthesis
, vol.3
, pp. 721-732
-
-
Rickborn1
-
65
-
-
0001417884
-
-
Total synthesis of (±)-kumausyne: (a) Brown, M. J.; Harrison, T.; Overman, L. E. J. Am. Chem. Soc. 1991, 113, 5378-5384.
-
(1991)
J. Am. Chem. Soc.
, vol.113
, pp. 5378-5384
-
-
Brown, M.J.1
Harrison, T.2
Overman, L.E.3
-
66
-
-
0000687526
-
-
Total synthesis of (±)-kumausallene: (b) Grese, T. A.; Hutchinson, K. D.; Overman, L. E. J. Org. Chem. 1993, 58, 2468-2477.
-
(1993)
J. Org. Chem.
, vol.58
, pp. 2468-2477
-
-
Grese, T.A.1
Hutchinson, K.D.2
Overman, L.E.3
-
67
-
-
0036007872
-
-
and earlier reviews in this series
-
Faulkner, D. J. Nat. Prod. Rep. 2002, 19, 1-48 and earlier reviews in this series.
-
(2002)
J. Nat. Prod. Rep.
, vol.19
, pp. 1-48
-
-
Faulkner, D.1
-
68
-
-
0001893289
-
-
Suzuki, T.; Koizumi, K.; Suzuki, M.; Kurosawa, E. Chem. Lett. 1983, 1643-1644.
-
(1983)
Chem. Lett.
, pp. 1643-1644
-
-
Suzuki, T.1
Koizumi, K.2
Suzuki, M.3
Kurosawa, E.4
-
69
-
-
0002454830
-
-
Suzuki, T.; Koizumi, K.; Suzuki, M.; Kurosawa, E. Chem. Lett. 1983, 1639-1642.
-
(1983)
Chem. Lett.
, pp. 1639-1642
-
-
Suzuki, T.1
Koizumi, K.2
Suzuki, M.3
Kurosawa, E.4
-
70
-
-
0001036586
-
-
For recent total syntheses of trans-kumausyne, see: (a) Boukouvalas, J.; Fortier, G.; Radu, L.-L. J. Org. Chem. 1998, 63, 916-917.
-
(1998)
J. Org. Chem.
, vol.63
, pp. 916-917
-
-
Boukouvalas, J.1
Fortier, G.2
Radu, L.-L.3
-
71
-
-
0030656470
-
-
(b) Lee, E.; Yoo, S.-K.; Cho, Y.-S.; Cheon, H.-S.; Chong, Y. H. Tetrahedron Lett. 1997, 38, 7757-7758.
-
(1997)
Tetrahedron Lett.
, vol.38
, pp. 7757-7758
-
-
Lee, E.1
Yoo, S.-K.2
Cho, Y.-S.3
Cheon, H.-S.4
Chong, Y.H.5
-
73
-
-
0345476898
-
-
For a recent total synthesis of kumausallene, see: (d) Evans, P. A.; Murthy, V. S.; Roseman, J. D.; Rheingold, A. L. Angew. Chem., Int. Ed. 1999, 38, 3175-3177.
-
(1999)
Angew. Chem., Int. Ed.
, vol.38
, pp. 3175-3177
-
-
Evans, P.A.1
Murthy, V.S.2
Roseman, J.D.3
Rheingold, A.L.4
-
74
-
-
0000717321
-
-
and references therein
-
Krow, G. R. Tetrahedron 1981, 37, 2697-2724 and references therein.
-
(1981)
Tetrahedron
, vol.37
, pp. 2697-2724
-
-
Krow, G.R.1
-
76
-
-
33746494993
-
-
Ito, Y.; Hirao, T.; Saegusa, T. J. Org. Chem. 1978, 43, 1011-1013.
-
(1978)
J. Org. Chem.
, vol.43
, pp. 1011-1013
-
-
Ito, Y.1
Hirao, T.2
Saegusa, T.3
-
78
-
-
0003066306
-
-
(b) Elsevier: C. J.; Vermeer, P.; Gedanken, A.; Runge, W. J. Org. Chem., 1985, 50, 364-367.
-
(1985)
J. Org. Chem.
, vol.50
, pp. 364-367
-
-
Elsevier, C.J.1
Vermeer, P.2
Gedanken, A.3
Runge, W.4
-
79
-
-
0034719252
-
-
Total synthesis of (-)-citreoviral: Hanaki, N.; Link, J. T.; MacMillan, D. W. C.; Overman, L. E.; Trankle, W. G.; Wurster, J. A. Org. Lett. 2000, 2, 223-226.
-
(2000)
Org. Lett.
, vol.2
, pp. 223-226
-
-
Hanaki, N.1
Link, J.T.2
MacMillan, D.W.C.3
Overman, L.E.4
Trankle, W.G.5
Wurster, J.A.6
-
80
-
-
0017671216
-
-
Sakabe, N.; Goto, T.; Hirata, Y. Tetrahedron 1977, 33, 3077-3081.
-
(1977)
Tetrahedron
, vol.33
, pp. 3077-3081
-
-
Sakabe, N.1
Goto, T.2
Hirata, Y.3
-
81
-
-
0021128807
-
-
Shizuri, Y.; Nishiyama, S.; Imai, D.; Yamamura, S.; Furukawa, H.; Kawai, K.; Okada, N. Tetrahedron Lett. 1984, 25, 4771-4774.
-
(1984)
Tetrahedron Lett.
, vol.25
, pp. 4771-4774
-
-
Shizuri, Y.1
Nishiyama, S.2
Imai, D.3
Yamamura, S.4
Furukawa, H.5
Kawai, K.6
Okada, N.7
-
82
-
-
0013300559
-
-
(a) Whang, K.; Venkataraman, H.; Kim, Y. G.; Cha, J. K. J. Org. Chem. 1991, 56, 7174-7177,
-
(1991)
J. Org. Chem.
, vol.56
, pp. 7174-7177
-
-
Whang, K.1
Venkataraman, H.2
Kim, Y.G.3
Cha, J.K.4
-
85
-
-
0021931895
-
-
(d) Nishiyama, S.; Shizuri, Y.; Yamamura, S. Tetraheron Lett. 1985, 26, 231-234.
-
(1985)
Tetraheron Lett.
, vol.26
, pp. 231-234
-
-
Nishiyama, S.1
Shizuri, Y.2
Yamamura, S.3
-
88
-
-
37049078637
-
-
(c) Bowden, M. C.; Patel, P.; Pattenden, G. J. Chem. Soc., Perkin Trans. 1 1991, 1947-1950.
-
(1991)
J. Chem. Soc., Perkin Trans. 1
, pp. 1947-1950
-
-
Bowden, M.C.1
Patel, P.2
Pattenden, G.3
-
89
-
-
37049079711
-
-
(d) Begley, M. J.; Bowden, M. C.; Patel, P.; Pattenden, G. J. Chem. Soc., Perkin Trans. 1 1991, 1951-1958.
-
(1991)
J. Chem. Soc., Perkin Trans. 1
, pp. 1951-1958
-
-
Begley, M.J.1
Bowden, M.C.2
Patel, P.3
Pattenden, G.4
-
90
-
-
0000031194
-
-
(e) Hatakeyama, S.; Matsui, Y.; Suzuki, M.; Sakurai, K.; Takano, S. Tetrahedron Lett. 1985, 26, 6485-6488.
-
(1985)
Tetrahedron Lett.
, vol.26
, pp. 6485-6488
-
-
Hatakeyama, S.1
Matsui, Y.2
Suzuki, M.3
Sakurai, K.4
Takano, S.5
-
92
-
-
0021949977
-
-
(g) Shizuri, Y.; Nishiyama, S.; Shigemori, H.; Yamamura, S. J. Chem. Soc., Chem. Commun. 1985, 292-293.
-
(1985)
J. Chem. Soc., Chem. Commun.
, pp. 292-293
-
-
Shizuri, Y.1
Nishiyama, S.2
Shigemori, H.3
Yamamura, S.4
-
93
-
-
0021997091
-
-
(h) Bowden, M. C.; Patel, P.; Pattenden, G. Tetrahedron Lett. 1985, 26, 4793-4796.
-
(1985)
Tetrahedron Lett.
, vol.26
, pp. 4793-4796
-
-
Bowden, M.C.1
Patel, P.2
Pattenden, G.3
-
96
-
-
0000437994
-
-
Paquette, L. A., Ed.; Wiley, Sons New York
-
Krow, G. R. In Organic Reactions; Paquette, L. A., Ed.; Wiley & Sons: New York, 1993; Vol. 43, pp 251-789.
-
(1993)
Organic Reactions
, vol.43
, pp. 251-789
-
-
Krow, G.R.1
-
97
-
-
0001122697
-
-
Trost, B. M., Heathcock, C. H., Eds.; Pergamon Press: Oxford
-
(a) Colvin, E. W. In Comprehensive Organic Synthesis; Trost, B. M., Heathcock, C. H., Eds.; Pergamon Press: Oxford, 1992; Vol. 7, pp 641-651.
-
(1992)
Comprehensive Organic Synthesis
, vol.7
, pp. 641-651
-
-
Colvin, E.W.1
-
98
-
-
3643127470
-
-
(b) Fleming, I.; Henning, R.; Plaut, H. J. Chem. Soc., Chem. Commun. 1984, 29-31.
-
(1984)
J. Chem. Soc., Chem. Commun.
, pp. 29-31
-
-
Fleming, I.1
Henning, R.2
Plaut, H.3
-
99
-
-
0141746776
-
-
note
-
This diol is a 7:1 mixture of anti and syn isomers.
-
-
-
-
100
-
-
0001155109
-
-
Kataoka, Y.; Miyai, J.; Oshima, K.; Takai, K.; Utimoto, K. J. Org. Chem. 1992, 57, 1973-1981.
-
(1992)
J. Org. Chem.
, vol.57
, pp. 1973-1981
-
-
Kataoka, Y.1
Miyai, J.2
Oshima, K.3
Takai, K.4
Utimoto, K.5
-
101
-
-
0001312398
-
-
Available in 89% yield from silylation of 1-lithiopropyne: Meinke, P. T. ; Krafft, G. A.; Guram, A. J. Org. Chem. 1988, 53, 3632-3634.
-
(1988)
J. Org. Chem.
, vol.53
, pp. 3632-3634
-
-
Meinke, P.T.1
Krafft, G.A.2
Guram, A.3
-
102
-
-
0000787875
-
-
Nemoto, H.; Ishibashi, H.; Nagamochi, M.; Fukumoto, K. J. Org. Chem. 1992, 57, 1707-1712.
-
(1992)
J. Org. Chem.
, vol.57
, pp. 1707-1712
-
-
Nemoto, H.1
Ishibashi, H.2
Nagamochi, M.3
Fukumoto, K.4
-
103
-
-
0000169587
-
-
Tsunoda, T.; Suzuki, M.; Noyori, R. Tetrahedron Lett. 1980, 21, 1357-1358.
-
(1980)
Tetrahedron Lett.
, vol.21
, pp. 1357-1358
-
-
Tsunoda, T.1
Suzuki, M.2
Noyori, R.3
-
104
-
-
0028814797
-
-
Taber, D. F.; Yet, L.; Bhamidipati, R. S. Tetrahedron Lett. 1995, 36, 351-354.
-
(1995)
Tetrahedron Lett.
, vol.36
, pp. 351-354
-
-
Taber, D.F.1
Yet, L.2
Bhamidipati, R.S.3
-
105
-
-
84889491424
-
-
Cooper, M. S.; Heaney, H.; Newbold, A. J.; Sanderson, W. R. Synlett 1990, 533-535.
-
(1990)
Synlett
, pp. 533-535
-
-
Cooper, M.S.1
Heaney, H.2
Newbold, A.J.3
Sanderson, W.R.4
-
106
-
-
0028868420
-
-
Total synthesis of acetoxycladiell-7(16),11-dien-3-ol and cladiell-11-ene-3,6,7-triol: (a) MacMillan, D. W. C.; Overman, L. E. J. Am. Chem. Soc. 1995, 117, 10391-10392.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 10391-10392
-
-
MacMillan, D.W.C.1
Overman, L.E.2
-
107
-
-
0035913709
-
-
(b) MacMillan, D. W. C.; Overman, L. E.; Pennington, L. D. J. Am. Chem. Soc. 2001, 123, 9033-9044.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 9033-9044
-
-
MacMillan, D.W.C.1
Overman, L.E.2
Pennington, L.D.3
-
108
-
-
0034710488
-
-
Total synthesis of the initially proposed structure of sclerophytin A and authentic sclerophytin A: (c) Overman, L. E.; Pennington, L. D. Org. Lett. 2000, 2, 2683-2686.
-
(2000)
Org. Lett.
, vol.2
, pp. 2683-2686
-
-
Overman, L.E.1
Pennington, L.D.2
-
109
-
-
0035843309
-
-
and ref 52b
-
(d) Gallou, F.; MacMillan, D. W. C.; Overman, L. E.; Paquette, L. A.; Pennington, L. D.; Yang, J. Org. Lett. 2001, 37, 135-137 and ref 52b.
-
(2001)
Org. Lett.
, vol.37
, pp. 135-137
-
-
Gallou, F.1
MacMillan, D.W.C.2
Overman, L.E.3
Paquette, L.A.4
Pennington, L.D.5
Yang, J.6
-
110
-
-
0038332053
-
-
Total synthesis of the initially purported structure of alcyonin: (e) Corminboeuf, O.; Overman, L. E.; Pennington, L. D. Org. Lett. 2003, 5, 1543-1546.
-
(2003)
Org. Lett.
, vol.5
, pp. 1543-1546
-
-
Corminboeuf, O.1
Overman, L.E.2
Pennington, L.D.3
-
111
-
-
0038547883
-
-
Total synthesis of briarellins E and F: (f) Corminboeuf, O.; Overman, L. E.; Pennington, L. D. J. Am. Chem. Soc. 2003, 125, 6650-6652.
-
(2003)
J. Am. Chem. Soc.
, vol.125
, pp. 6650-6652
-
-
Corminboeuf, O.1
Overman, L.E.2
Pennington, L.D.3
-
112
-
-
0026596073
-
-
Acetoxycladiell-7(16),11-dien-3-ol: (a) Uchio, Y.; Kodama, M.; Usui, S.; Fukazawa, Y. Tetrahedron Lett. 1992, 33, 1317-1320.
-
(1992)
Tetrahedron Lett.
, vol.33
, pp. 1317-1320
-
-
Uchio, Y.1
Kodama, M.2
Usui, S.3
Fukazawa, Y.4
-
114
-
-
0034729604
-
-
(c) Friedrich, D.; Doskotch, R. W.; Paquette, L. A. Org. Lett. 2000, 2, 1879-1882.
-
(2000)
Org. Lett.
, vol.2
, pp. 1879-1882
-
-
Friedrich, D.1
Doskotch, R.W.2
Paquette, L.A.3
-
115
-
-
0002683671
-
-
and ref 52e
-
Alcyonin: (d) Kusumi, T.; Uchida, H.; Ishitsuka, M. O.; Yamamoto, H.; Kakisawa, H. Chem. Lett. 1988, 1077-1078 and ref 52e.
-
(1988)
Chem. Lett.
, pp. 1077-1078
-
-
Kusumi, T.1
Uchida, H.2
Ishitsuka, M.O.3
Yamamoto, H.4
Kakisawa, H.5
-
117
-
-
33847086260
-
-
Stierle, D. B.; Carte, B.; Faulkner, D. J.; Tagle, B.; Clardy, J. J. Am. Chem. Soc. 1980, 102, 5088-5092.
-
(1980)
J. Am. Chem. Soc.
, vol.102
, pp. 5088-5092
-
-
Stierle, D.B.1
Carte, B.2
Faulkner, D.J.3
Tagle, B.4
Clardy, J.5
-
122
-
-
0000811444
-
-
Baggiolini, E.; Hamlow, H. P.; Schaffner, K. J. Am. Chem. Soc. 1970, 92, 4906-4921.
-
(1970)
J. Am. Chem. Soc.
, vol.92
, pp. 4906-4921
-
-
Baggiolini, E.1
Hamlow, H.P.2
Schaffner, K.3
-
123
-
-
0001780886
-
-
Paquette, L. A., Ed.; Wiley & Sons: New York
-
For a comprehensive review, see: Katsuki, T.; Martin, V. S. In Organic Reactions; Paquette, L. A., Ed.; Wiley & Sons: New York, 1996; Vol. 48, pp 1-299.
-
(1996)
Organic Reactions
, vol.48
, pp. 1-299
-
-
Katsuki, T.1
Martin, V.S.2
-
126
-
-
33845554880
-
-
(c) Ma, P.; Martin, V. S.; Masamune, S.; Sharpless, K. B.; Viti, S. M. J. Org. Chem. 1982, 47, 1378-1380.
-
(1982)
J. Org. Chem.
, vol.47
, pp. 1378-1380
-
-
Ma, P.1
Martin, V.S.2
Masamune, S.3
Sharpless, K.B.4
Viti, S.M.5
-
127
-
-
0012689858
-
-
For recent reviews, see: (a) Takai, K.; Nozaki, H. Proc. Jpn. Acad., Ser. B 2000, 76, 123-131.
-
(2000)
Proc. Jpn. Acad., Ser. B
, vol.76
, pp. 123-131
-
-
Takai, K.1
Nozaki, H.2
-
130
-
-
0001713826
-
-
Suzuki, T.; Saimoto, H.; Tomioka, H.; Oshima, K.; Nozaki, H. Tetrahedron Lett. 1982, 23, 3597-3600.
-
(1982)
Tetrahedron Lett.
, vol.23
, pp. 3597-3600
-
-
Suzuki, T.1
Saimoto, H.2
Tomioka, H.3
Oshima, K.4
Nozaki, H.5
-
132
-
-
0003533887
-
-
Padwa, A., Ed.; Marcel Dekker: New York
-
For a review, see: Kropp, P. J. In Organic Photochemistry; Padwa, A., Ed.; Marcel Dekker: New York, 1979; Vol. 4, pp 1-142.
-
(1979)
Organic Photochemistry
, vol.4
, pp. 1-142
-
-
Kropp, P.J.1
-
133
-
-
0034729580
-
-
(a) Paquette, L. A.; Moradei, O. M.; Bernardelli, P.; Lange, T. Org. Lett. 2000, 2, 1875-1878.
-
(2000)
Org. Lett.
, vol.2
, pp. 1875-1878
-
-
Paquette, L.A.1
Moradei, O.M.2
Bernardelli, P.3
Lange, T.4
-
134
-
-
0035913732
-
-
(b) Bernardelli, P.; Moradei, O. M.; Friedrich, D.; Yang, J.; Gallou, F. ; Dyck, B. P.; Doskotch, R. W.; Lange, T.; Paquette, L. A. J. Am. Chem. Soc. 2001, 123, 9021-9032.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 9021-9032
-
-
Bernardelli, P.1
Moradei, O.M.2
Friedrich, D.3
Yang, J.4
Gallou, F.5
Dyck, B.P.6
Doskotch, R.W.7
Lange, T.8
Paquette, L.A.9
-
135
-
-
85052771319
-
-
Padwa, A., Ed.; Marcel Dekker: New York
-
For a review, see: (a) Childs, R. F.; Shaw, G. B. In Organic Photochemistry; Padwa, A., Ed.; Marcel Dekker: New York, 1991; Vol. 11, pp 111-225.
-
(1991)
Organic Photochemistry
, vol.11
, pp. 111-225
-
-
Childs, R.F.1
Shaw, G.B.2
-
136
-
-
0020893115
-
-
Takai, K.; Oshima, K.; Nozaki, H. Bull. Chem. Soc. Jpn. 1983, 56, 3791-3795.
-
(1983)
Bull. Chem. Soc. Jpn.
, vol.56
, pp. 3791-3795
-
-
Takai, K.1
Oshima, K.2
Nozaki, H.3
-
137
-
-
0000458209
-
-
For reviews, see: (a) Hoveyda, A. H.; Evans, D. A.; Fu, G. C. Chem. Rev. 1993, 93, 1307-1370.
-
(1993)
Chem. Rev.
, vol.93
, pp. 1307-1370
-
-
Hoveyda, A.H.1
Evans, D.A.2
Fu, G.C.3
-
141
-
-
85016435466
-
-
For the synthesis of carbocyclic ring systems using pinacol-terminated cationic cyclizations developed in other laboratories, see: (a) Sano, T.; Toda, J.; Tsuda, Y. Heterocycles 1984, 22, 53-58.
-
(1984)
Heterocycles
, vol.22
, pp. 53-58
-
-
Sano, T.1
Toda, J.2
Tsuda, Y.3
-
145
-
-
0030973259
-
-
(e) Nakamura, T.; Matsui, T.; Tanino, K.; Kuwajima, I. J. Org. Chem. 1997, 62, 3032-3033.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 3032-3033
-
-
Nakamura, T.1
Matsui, T.2
Tanino, K.3
Kuwajima, I.4
-
146
-
-
0035817978
-
-
(f) Youn, J.-H.; Lee, J.; Cha, J. K. Org. Lett. 2001, 3, 2935-2938.
-
(2001)
Org. Lett.
, vol.3
, pp. 2935-2938
-
-
Youn, J.-H.1
Lee, J.2
Cha, J.K.3
-
147
-
-
0001144572
-
-
(a) Hirst, G. C.; Howard, P. N.; Overman, L. E. J. Am. Chem. Soc. 1989, 111, 1514-1515.
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 1514-1515
-
-
Hirst, G.C.1
Howard, P.N.2
Overman, L.E.3
-
149
-
-
0000767219
-
-
(c) Ando, S.; Minor, K. P.; Overman, L. E. J. Org. Chem. 1997, 62, 6379-6387.
-
(1997)
J. Org. Chem.
, vol.62
, pp. 6379-6387
-
-
Ando, S.1
Minor, K.P.2
Overman, L.E.3
-
154
-
-
33845559148
-
-
(a) Kim, J. K.; Pau, J. K.; Caserio, M. C. J. Org. Chem. 1979, 44, 1544-1550.
-
(1979)
J. Org. Chem.
, vol.44
, pp. 1544-1550
-
-
Kim, J.K.1
Pau, J.K.2
Caserio, M.C.3
-
157
-
-
0027256457
-
-
Total synthesis of magellanine and magellaninone: Hirst, G. C.; Johnson, T. O.; Overman, L. E. J. Am. Chem. Soc. 1993, 115, 2992-2993.
-
(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 2992-2993
-
-
Hirst, G.C.1
Johnson, T.O.2
Overman, L.E.3
-
158
-
-
0027179229
-
-
Other total syntheses of these Lycopodium alkaloids have been reported after our work. Total synthesis of magellanine and magellaninone: (a) Paquette, L. A.; Friedrich, D.; Pinard, E.; Williams, J. P.; St. Laurent, D.; Roden, B. A. J. Am. Chem. Soc. 1993, 115, 4377-4378.
-
(1993)
J. Am. Chem. Soc.
, vol.115
, pp. 4377-4378
-
-
Paquette, L.A.1
Friedrich, D.2
Pinard, E.3
Williams, J.P.4
St. Laurent, D.5
Roden, B.A.6
-
159
-
-
0028030656
-
-
(b) Williams, J. P.; Friedrich, D.; Pinard, E.; Roden, B. A.; Paquette, L. A.; St. Laurent, D. R. J. Am. Chem. Soc. 1994, 116, 4689-4696.
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 4689-4696
-
-
Williams, J.P.1
Friedrich, D.2
Pinard, E.3
Roden, B.A.4
Paquette, L.A.5
St. Laurent, D.R.6
-
160
-
-
0037021010
-
-
(c) Yen, C.-F.; Liao, C.-C. Angew. Chem., Int. Ed. 2002, 41, 4090-4093.
-
(2002)
Angew. Chem., Int. Ed.
, vol.41
, pp. 4090-4093
-
-
Yen, C.-F.1
Liao, C.-C.2
-
161
-
-
0033610458
-
-
Total synthesis of (+)-paniculatine: (d) Sha, C.-K.; Lee, F.-K.; Chang, C.-J. J. Am. Chem. Soc. 1999, 121, 9875-9876.
-
(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 9875-9876
-
-
Sha, C.-K.1
Lee, F.-K.2
Chang, C.-J.3
-
162
-
-
0011748918
-
-
(a) Castillo, M.; Morales, G.; Loyola, L. A.; Singh, I.; Calvo, C.; Holland, H. L.; MacLean, D. B. Can. J. Chem. 1975, 53, 2513-2514.
-
(1975)
Can. J. Chem.
, vol.53
, pp. 2513-2514
-
-
Castillo, M.1
Morales, G.2
Loyola, L.A.3
Singh, I.4
Calvo, C.5
Holland, H.L.6
MacLean, D.B.7
-
163
-
-
0017092163
-
-
(b) Castillo, M.; Loyola, L. A.; Morales, G.; Singh, I.; Calvo, C.; Holland, H. L.; MacLean, D. B. Can. J. Chem. 1976, 54, 2893-2899.
-
(1976)
Can. J. Chem.
, vol.54
, pp. 2893-2899
-
-
Castillo, M.1
Loyola, L.A.2
Morales, G.3
Singh, I.4
Calvo, C.5
Holland, H.L.6
MacLean, D.B.7
-
164
-
-
0017166217
-
-
(c) Castillo, M.; Morales, G.; Loyola, L. A.; Singh, I.; Calvo, C.; Holland, H. L.; MacLean, D. B. Can. J. Chem. 1976, 54, 2900-2908.
-
(1976)
Can. J. Chem.
, vol.54
, pp. 2900-2908
-
-
Castillo, M.1
Morales, G.2
Loyola, L.A.3
Singh, I.4
Calvo, C.5
Holland, H.L.6
MacLean, D.B.7
-
165
-
-
0001300268
-
-
(d) Loyola, L. A.; Morales, G.; Castillo, M. Phytochemistry 1979, 18, 1721-1723.
-
(1979)
Phytochemistry
, vol.18
, pp. 1721-1723
-
-
Loyola, L.A.1
Morales, G.2
Castillo, M.3
-
166
-
-
0020599603
-
-
Collington, E. W.; Wallis, C. J.; Waterhouse, I. Tetrahedron Lett. 1983, 24, 3125-3128.
-
(1983)
Tetrahedron Lett.
, vol.24
, pp. 3125-3128
-
-
Collington, E.W.1
Wallis, C.J.2
Waterhouse, I.3
-
167
-
-
33947462653
-
-
Pappo, R.; Allen, D. S., Jr.; Lemieux, R. U.; Johnson, W. S. J. Org. Chem. 1956, 21, 478-479.
-
(1956)
J. Org. Chem.
, vol.21
, pp. 478-479
-
-
Pappo, R.1
Allen D.S., Jr.2
Lemieux, R.U.3
Johnson, W.S.4
-
168
-
-
0022359280
-
-
Danheiser, R. L.; Morin, J. M., Jr.; Salaski, E. J. J. Am. Chem. Soc. 1985, 107, 8066-8073.
-
(1985)
J. Am. Chem. Soc.
, vol.107
, pp. 8066-8073
-
-
Danheiser, R.L.1
Morin J.M., Jr.2
Salaski, E.J.3
-
169
-
-
0034827806
-
-
Total synthesis of (+)-shahamin K: Lebsack, A. D.; Overman, L. E.; Valentekovich, R. J. J. Am. Chem. Soc. 2001, 123, 4851-4852.
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 4851-4852
-
-
Lebsack, A.D.1
Overman, L.E.2
Valentekovich, R.J.3
-
170
-
-
0003583906
-
-
Andersen, R. J.; Desilva, E. D.; Dumdei, E.; Miao, S. C.; Morris, S. A. J. Nat. Prod. 1991, 54, 993-997.
-
(1991)
J. Nat. Prod.
, vol.54
, pp. 993-997
-
-
Andersen, R.J.1
Desilva, E.D.2
Dumdei, E.3
Miao, S.C.4
Morris, S.A.5
-
172
-
-
0030991875
-
-
Accessed in three steps from a readily available enantiopure cyclopentanone: He, M.; Nakayama, M.; Tanimori, S.; Tsubota, M. Synth. Commun. 1997, 27, 2371-2378.
-
(1997)
Synth. Commun.
, vol.27
, pp. 2371-2378
-
-
He, M.1
Nakayama, M.2
Tanimori, S.3
Tsubota, M.4
-
173
-
-
0001300818
-
-
Mukaiyama, T.; Saigo, K.; Shimada, E.; Usui, M. Chem. Lett. 1975, 10, 1045-1048.
-
(1975)
Chem. Lett.
, vol.10
, pp. 1045-1048
-
-
Mukaiyama, T.1
Saigo, K.2
Shimada, E.3
Usui, M.4
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