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0343380753
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Unless otherwise indicated all structures refer to racemic compounds
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(o) Unless otherwise indicated all structures refer to racemic compounds.
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25
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0000820984
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Pearson, W. H., Ed.; Jai Press Inc.: Greenwich, CT, and references therein
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0343816438
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note
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6b
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29
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33
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0025960688
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See, for example: (a) Koot, W.-J.; van Ginkel, R.; Kranenburg, M.; Hiemstra, H.; Louwrier, S.; Moolenaar, M. J.; Speckamp, W. N. Tetrahedron Lett. 1991, 32, 401. (b) Thaning, M.; Wistrand, L.-G. J. Org. Chem. 1990, 55, 1406. (c) Bernardi, A.; Micheli, F.; Potenza, D.; Scolastico, C.; Villa, R. Tetrahedron Lett. 1990, 31, 4949. (d) Keinan, E.; Peretz, M. J. Org. Chem. 1983, 48, 5302.
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Speckamp, W.N.7
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34
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0025329854
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See, for example: (a) Koot, W.-J.; van Ginkel, R.; Kranenburg, M.; Hiemstra, H.; Louwrier, S.; Moolenaar, M. J.; Speckamp, W. N. Tetrahedron Lett. 1991, 32, 401. (b) Thaning, M.; Wistrand, L.-G. J. Org. Chem. 1990, 55, 1406. (c) Bernardi, A.; Micheli, F.; Potenza, D.; Scolastico, C.; Villa, R. Tetrahedron Lett. 1990, 31, 4949. (d) Keinan, E.; Peretz, M. J. Org. Chem. 1983, 48, 5302.
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See, for example: (a) Koot, W.-J.; van Ginkel, R.; Kranenburg, M.; Hiemstra, H.; Louwrier, S.; Moolenaar, M. J.; Speckamp, W. N. Tetrahedron Lett. 1991, 32, 401. (b) Thaning, M.; Wistrand, L.-G. J. Org. Chem. 1990, 55, 1406. (c) Bernardi, A.; Micheli, F.; Potenza, D.; Scolastico, C.; Villa, R. Tetrahedron Lett. 1990, 31, 4949. (d) Keinan, E.; Peretz, M. J. Org. Chem. 1983, 48, 5302.
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36
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5244243008
-
-
See, for example: (a) Koot, W.-J.; van Ginkel, R.; Kranenburg, M.; Hiemstra, H.; Louwrier, S.; Moolenaar, M. J.; Speckamp, W. N. Tetrahedron Lett. 1991, 32, 401. (b) Thaning, M.; Wistrand, L.-G. J. Org. Chem. 1990, 55, 1406. (c) Bernardi, A.; Micheli, F.; Potenza, D.; Scolastico, C.; Villa, R. Tetrahedron Lett. 1990, 31, 4949. (d) Keinan, E.; Peretz, M. J. Org. Chem. 1983, 48, 5302.
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37
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0342945292
-
-
note
-
3SnOMe, and others.
-
-
-
-
38
-
-
0343380750
-
-
note
-
2O, methyl ester 29 was cleanly converted to butenolide 28.
-
-
-
-
39
-
-
0342511140
-
-
note
-
(b) We are grateful to Dr. Victor G. Young, of The University of Minnesota, for carrying out the X-ray analysis of 30.
-
-
-
-
40
-
-
0342511141
-
-
note
-
(a) One possible source of oxidant is trace amounts of air in the reaction mixture. Under 1 atm of air 17 undergoes rapid decomposition in refluxing diethylbenzene (182°C).
-
-
-
-
41
-
-
0342945291
-
-
note
-
3 reference electrode. We gratefully acknowledge Mr. John Porter and Professor Albeit Fry, of Wesleyan University, for assistance in carrying out these experiments. Helpful discussions with Professor Kevin Moeller, of Washington University, St. Louis, are also acknowledged.
-
-
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44
-
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0343380748
-
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note
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5a
-
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45
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0004232512
-
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and references therein
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47
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0342945290
-
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note
-
(c) During the course of this work, Kinoshita and Mori reported an independent synthesis of (-)-1 employing butenolide (-)-12b (ref 4h). These authors reported a single product from the reduction of (-)-12b to give (-)-1. In our hands this reduction consistently produced an ∼5:1 mixture of 1 and 34.
-
-
-
-
48
-
-
0343380747
-
-
note
-
We are grateful to Professor David R. Williams, of Indiana University, for providing us with NMR, IR. and mass spectra of authentic (-)-1.
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49
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0001366115
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0343816433
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note
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21c among others.
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58
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0021952325
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0031018562
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68
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0343816431
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note
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(a) Financial support of this work by NSF Grant No. CHE-9424476 is gratefully acknowledged.
-
-
-
-
69
-
-
0342511136
-
-
note
-
(b) Additional spectral and analytical data are available in the Supporting Information section of ref 4i.
-
-
-
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