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Journal of Organic Chemistry

Volumn 62, Issue 11, 1997, Pages 3529-3536

Natural and unnatural terpenoid precursors of insect juvenile hormone

(2) Sen, Stephanie E a Ewing, Gregory J a

a INDIANA UNIVERSITY (United States)

Author keywords

[No Author keywords available]

Indexed keywords

JUVENILE HORMONE; TERPENOID;

ARTICLE; DRUG METABOLISM; DRUG SYNTHESIS; IN VITRO STUDY; INSECT; REACTION ANALYSIS;

EID: 0030986904 PISSN: 00223263 EISSN: None Source Type: Journal
DOI: 10.1021/jo962008q Document Type: Article

Times cited : (17)

References (66)

1
- 0009802414
- (a) Sen, S. E.; Ewing, G. J.; Childress, M. J. Agric. Food Chem. 1996, 44, 472.
- (1996) J. Agric. Food Chem. , vol.44 , pp. 472
- Sen, S.E.¹ Ewing, G.J.² Childress, M.³

2
- 0009779242
- (b) Sen, S. E.; Ewing, G. J.; Thursten, N. Arch. Insect Biochem. Physiol. 1996, 32, 315.
- (1996) Arch. Insect Biochem. Physiol. , vol.32 , pp. 315
- Sen, S.E.¹ Ewing, G.J.² Thursten, N.³

3
- 0000680126
- Porter, J. W., Spurgeon, S. L., Eds.; Wiley: New York
- Poulter, C. D.; Rilling, H. C. In Biosynthesis of Isoprenoid Compounds; Porter, J. W., Spurgeon, S. L., Eds.; Wiley: New York, 1983; Vol. 1, p 161.
- (1983) Biosynthesis of Isoprenoid Compounds , vol.1 , pp. 161
- Poulter, C.D.¹ Rilling, H.C.²

4
- 0002799859
- Gupta, A. P., Ed.; Rutgers University Press: New Brunswick
- (a) Baker, F. C. In Morphogenic Hormones of Arthropods; Gupta, A. P., Ed.; Rutgers University Press: New Brunswick, 1990; Vol. 1, p 389.
- (1990) Morphogenic Hormones of Arthropods , vol.1 , pp. 389
- Baker, F.C.¹

5
- 0002135666
- Hoffmann, J., Porchet, M., Eds.; Springer-Verlag: Berlin
- (b) Schooley, D. A.; Baker, F. C.; Tsai, L. W.; Miller, C. A. Jamieson, G. C. In Biosynthesis Metabolism and Mode of Action of Invertebrate Hormones; Hoffmann, J., Porchet, M., Eds.; Springer-Verlag: Berlin; 1984; p 373.
- (1984) Biosynthesis Metabolism and Mode of Action of Invertebrate Hormones , pp. 373
- Schooley, D.A.¹ Baker, F.C.² Tsai, L.W.³ Miller, C.A.⁴ Jamieson, G.C.⁵

6
- 0000734616
- Porter, J. W., Spurgeon, S. L., Eds.; Wiley: New York
- (a) Law, J. H. In Biosynthesis of Isoprenoid Compounds; Porter, J. W., Spurgeon, S. L., Eds.; Wiley: New York, 1983; Vol. 2, p 507.
- (1983) Biosynthesis of Isoprenoid Compounds , vol.2 , pp. 507
- Law, J.H.¹

7
- 0001751719
- Kerkut, G. A., Gilbert, L. I., Eds., Pergamon Press: Oxford
- (b) Schooley, D. A.; Baker, F. C. In Comprehensive Insect Physiology, Biochemistry, and Pharmacology; Kerkut, G. A., Gilbert, L. I., Eds., Pergamon Press: Oxford, 1985; Vol. 7, p 363.
- (1985) Comprehensive Insect Physiology, Biochemistry, and Pharmacology , vol.7 , pp. 363
- Schooley, D.A.¹ Baker, F.C.²

8
- 0002052189
- Hrdý, I., Ed.; SPB Academic Publishing: The Hague
- Henrick, C. A. In Proc. Conf. Insect Chem. Ecol.; Hrdý, I., Ed.; SPB Academic Publishing: The Hague, 1991; p 429.
- (1991) Proc. Conf. Insect Chem. Ecol. , pp. 429
- Henrick, C.A.¹

9
- 0028329115
- (a) Jewell, C. F., Jr.; Brinkman, J.; Petter, R. C.; Wareing, J. R. Tetrahedron 1994, 50, 3849.
- (1994) Tetrahedron , vol.50 , pp. 3849
- Jewell Jr., C.F.¹ Brinkman, J.² Petter, R.C.³ Wareing, J.R.⁴

10
- 0018410663
- (b) Still, W. C.; McDonald, J. H., III; Collum, D. B.; Mitra, A. Tetrahedron Lett. 1979, 20, 593.
- (1979) Tetrahedron Lett. , vol.20 , pp. 593
- Still, W.C.¹ McDonald III, J.H.² Collum, D.B.³ Mitra, A.⁴

11
- 0017575415
- (c) Ortiz de Montellano, P. R.; Wei, J. S.; Castillo, R.; Hsu, C. K.; Boparai, A. J. Med. Chem. 1977, 20, 243.
- (1977) J. Med. Chem. , vol.20 , pp. 243
- De Ortiz Montellano, P.R.¹ Wei, J.S.² Castillo, R.³ Hsu, C.K.⁴ Boparai, A.⁵

12
- 0017079378
- (d) Chuit, C.; Cahiez, G.; Normant, J.; Villieras, J. Tetrahedron 1976, 32, 1675.
- (1976) Tetrahedron , vol.32 , pp. 1675
- Chuit, C.¹ Cahiez, G.² Normant, J.³ Villieras, J.⁴

13
- 0015937401
- (e) Stotter, P. L.; Hornish, R. E. J. Am. Chem. Soc. 1973, 95, 4444.
- (1973) J. Am. Chem. Soc. , vol.95 , pp. 4444
- Stotter, P.L.¹ Hornish, R.E.²

14
- 0015525052
- (f) Henrick, C. A.; Schaub, F.; Siddall, J. B. J. Am. Chem. Soc. 1972, 94, 5374.
- (1972) J. Am. Chem. Soc. , vol.94 , pp. 5374
- Henrick, C.A.¹ Schaub, F.² Siddall, J.B.³

15
- 0015267436
- (g) Cochrane, J. S.; Hanson, J. R. J. Chem. Soc., Perkins Trans. 1 1972, 361.
- (1972) J. Chem. Soc., Perkins Trans. , vol.1 , pp. 361
- Cochrane, J.S.¹ Hanson, J.R.²

16
- 0001101383
- (h) Corey, E. J.; Yamamoto, H. J. Am. Chem. Soc. 1970, 92, 6636.
- (1970) J. Am. Chem. Soc. , vol.92 , pp. 6636
- Corey, E.J.¹ Yamamoto, H.²

17
- 0001243026
- (i) Corey, E. J.; Yamamoto, H. J. Am. Chem. Soc. 1970, 92, 6637,
- (1970) J. Am. Chem. Soc. , vol.92 , pp. 6637
- Corey, E.J.¹ Yamamoto, H.²

18
- 33947295584
- (j) Anderson, R. J.; Henrick, C. A.; Siddall, J. B. J. Am. Chem. Soc. 1970, 92, 735.
- (1970) J. Am. Chem. Soc. , vol.92 , pp. 735
- Anderson, R.J.¹ Henrick, C.A.² Siddall, J.B.³

19
- 0014691428
- (k) Siddall, J. B.; Biskup, M.; Fried, J. H. J. Am. Chem. Soc. 1969, 91, 1853.
- (1969) J. Am. Chem. Soc. , vol.91 , pp. 1853
- Siddall, J.B.¹ Biskup, M.² Fried, J.H.³

20
- 0014503140
- (l) Mori, K.; Stalla-Bourdillon, B.; Ohki, M.; Matsui, M; Bowers, W. S. Tetrahedron 1969, 25, 1667.
- (1969) Tetrahedron , vol.25 , pp. 1667
- Mori, K.¹ Stalla-Bourdillon, B.² Ohki, M.³ Matsui, M.⁴ Bowers, W.S.⁵

21
- 8544245939
- (m) Johnson, W. S.; Li, T.-t; Faulkner, D. J.; Campbell, S. F. J. Am. Chem. Soc. 1968, 90, 6625.
- (1968) J. Am. Chem. Soc. , vol.90 , pp. 6625
- Johnson, W.S.¹ Li, T.-T.² Faulkner, D.J.³ Campbell, S.F.⁴

22
- 0001563636
- (n) Corey, E. J.; Katzenellenbogen, J. A.; Gilman, N. W.; Roman, S. A.; Erickson, B.W. J. Am. Chem. Soc. 1968, 90, 5618.
- (1968) J. Am. Chem. Soc. , vol.90 , pp. 5618
- Corey, E.J.¹ Katzenellenbogen, J.A.² Gilman, N.W.³ Roman, S.A.⁴ Erickson, B.W.⁵

23
- 0040771082
- (o) Dahm, K. H.; Trost, B. M.; Röller, H. J. Am. Chem. Soc. 1967, 89, 5292.
- (1967) J. Am. Chem. Soc. , vol.89 , pp. 5292
- Dahm, K.H.¹ Trost, B.M.² Röller, H.³

24
- 1542429980
- Dodd, D. S.; Pierce, H. D., Jr.; Oehlschlager, A. C. J. Org. Chem. 1992, 57, 5250.
- (1992) J. Org. Chem. , vol.57 , pp. 5250
- Dodd, D.S.¹ Pierce Jr., H.D.² Oehlschlager, A.C.³

25
- 0001002736
- Davisson, V. J.; Neal, T. R.; Poulter, C. D. J. Am. Chem. Soc. 1993, 115, 1235.
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 1235
- Davisson, V.J.¹ Neal, T.R.² Poulter, C.D.³

26
- 0000991678
- Piers, E.; Chong, J. M.; Morton, H. E. Tetrahedron 1989, 45, 363.
- (1989) Tetrahedron , vol.45 , pp. 363
- Piers, E.¹ Chong, J.M.² Morton, H.E.³

27
- 0000404899
- (a) Behling, J. R.; Babiak, K. A.; Ng, J. S.; Campbell, A. L.; Moretti, R.; Koerner, M.; Lipshutz, B. H. J. Am. Chem. Soc. 1988, 110, 2641.
- (1988) J. Am. Chem. Soc. , vol.110 , pp. 2641
- Behling, J.R.¹ Babiak, K.A.² Ng, J.S.³ Campbell, A.L.⁴ Moretti, R.⁵ Koerner, M.⁶ Lipshutz, B.H.⁷

28
- 85083200161
- (b) Lipshutz, B. H. Synthesis 1987, 325.
- (1987) Synthesis , pp. 325
- Lipshutz, B.H.¹

29
- 0001432697
- Matsuzawa, S.; Horiguchi, Y.; Nakamura, E.; Kuwajima, I. Tetrahedron 1989, 45, 349.
- (1989) Tetrahedron , vol.45 , pp. 349
- Matsuzawa, S.¹ Horiguchi, Y.² Nakamura, E.³ Kuwajima, I.⁴

30
- 33646066450
- Still, W. C.; Gennari, C. Tetrahedron Lett. 1983, 24, 4405.
- (1983) Tetrahedron Lett. , vol.24 , pp. 4405
- Still, W.C.¹ Gennari, C.²

31
- 0000220284
- Lipshutz, B. H.; Sengupta, S. Org. React. 1992, 41, 135.
- (1992) Org. React. , vol.41 , pp. 135
- Lipshutz, B.H.¹ Sengupta, S.²

32
- 0040619184
- Candlin, J. P.; Oldham, A. R. Discuss. Faraday Soc. 1968, 46, 60
- (1968) Discuss. Faraday Soc. , vol.46 , pp. 60
- Candlin, J.P.¹ Oldham, A.R.²

33
- 84982433710
- Schwartz, J.; Labinger, J. A. Angew. Chem., Int. Ed. Engl. 1976, 15, 333.
- (1976) Angew. Chem., Int. Ed. Engl. , vol.15 , pp. 333
- Schwartz, J.¹ Labinger, J.A.²

34
- 33845373924
- (a) Marshall, J. A.; DeHoff, B. S.; Cleary, D. G. J. Org. Chem. 1986, 51, 1735.
- (1986) J. Org. Chem. , vol.51 , pp. 1735
- Marshall, J.A.¹ DeHoff, B.S.² Cleary, D.G.³

35
- 84981799936
- (b) Bestmann, H. J. Angew. Chem., Int. Ed. Engl. 1965, 4, 645.
- (1965) Angew. Chem., Int. Ed. Engl. , vol.4 , pp. 645
- Bestmann, H.J.¹

36
- 0343950646
- (a) McMurry, J. E.; Erion, M. D. J. Am. Chem. Soc. 1985, 107, 2712.
- (1985) J. Am. Chem. Soc. , vol.107 , pp. 2712
- McMurry, J.E.¹ Erion, M.D.²

37
- 33947291463
- (b) Collington, E. W.; Meyers, A. I. J. Org. Chem. 1971, 36, 3044.
- (1971) J. Org. Chem. , vol.36 , pp. 3044
- Collington, E.W.¹ Meyers, A.I.²

38
- 0000264018
- (a) Coates, R. M.; Denissen, J. F.; Croteau, R. B.; Wheeler, C. J. J. Am. Chem. Soc. 1987, 109, 4399.
- (1987) J. Am. Chem. Soc. , vol.109 , pp. 4399
- Coates, R.M.¹ Denissen, J.F.² Croteau, R.B.³ Wheeler, C.J.⁴

39
- 33845551053
- (b) Krishnamurthy, S.; Brown, H. C. J. Org. Chem. 1983, 48, 3085.
- (1983) J. Org. Chem. , vol.48 , pp. 3085
- Krishnamurthy, S.¹ Brown, H.C.²

40
- 0000734968
- Corey, E. J.; Katzenellenbogen, J. A. J. Am. Chem. Soc. 1969, 91, 1851.
- (1969) J. Am. Chem. Soc. , vol.91 , pp. 1851
- Corey, E.J.¹ Katzenellenbogen, J.A.²

41
- 33845374468
- (a) Davisson, V. J.; Woodside, A. B.; Neal, T. R.; Stremler, K. E.; Muehlbacher, M.; Poulter, C. D. J. Org. Chem. 1986, 51, 4768.
- (1986) J. Org. Chem. , vol.51 , pp. 4768
- Davisson, V.J.¹ Woodside, A.B.² Neal, T.R.³ Stremler, K.E.⁴ Muehlbacher, M.⁵ Poulter, C.D.⁶

42
- 0021977216
- (b) Davisson, V. J.; Woodside, A. B.; Poulter, C. D. Methods Enzymol. 1985, 110, 130.
- (1985) Methods Enzymol. , vol.110 , pp. 130
- Davisson, V.J.¹ Woodside, A.B.² Poulter, C.D.³

43
- 0000777237
- (a) Stephenson, L. M.; Speth, D. R. J. Org. Chem. 1979, 44, 4683.
- (1979) J. Org. Chem. , vol.44 , pp. 4683
- Stephenson, L.M.¹ Speth, D.R.²

44
- 33847089541
- (b) Umbreit, M. A.; Sharpless, K. B. J. Am. Chem. Soc. 1977, 99, 5526.
- (1977) J. Am. Chem. Soc. , vol.99 , pp. 5526
- Umbreit, M.A.¹ Sharpless, K.B.²

45
- 33947293504
- (c) Bhalerao, U. T.; Rapoport, H. J. Am. Chem. Soc. 1971, 93, 4835.
- (1971) J. Am. Chem. Soc. , vol.93 , pp. 4835
- Bhalerao, U.T.¹ Rapoport, H.²

46
- 0028823577
- Zheng, Y. F.; Oehlschlager, A. C.; Georgopapadakou, N. H.; Hartman, P. G.; Scheliga, P. J. Am. Chem. Soc. 1995, 117, 670.
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 670
- Zheng, Y.F.¹ Oehlschlager, A.C.² Georgopapadakou, N.H.³ Hartman, P.G.⁴ Scheliga, P.⁵

47
- 84992534721
- (a) Yanagisawa, A.; Habaue, S.; Yamamoto, H. J. Am. Chem. Soc. 1991, 113, 8955.
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 8955
- Yanagisawa, A.¹ Habaue, S.² Yamamoto, H.³

48
- 0026731181
- (b) Corey, E. J.; Shieh, W.-C. Tetrahedron Lett. 1992, 33, 6435.
- (1992) Tetrahedron Lett. , vol.33 , pp. 6435
- Corey, E.J.¹ Shieh, W.-C.²

49
- 49049135370
- Oppolzer, W.; Kündig, E. P.; Bishop, P. M.; Perret, C. Tetrahedron Lett. 1982, 23, 3901.
- (1982) Tetrahedron Lett. , vol.23 , pp. 3901
- Oppolzer, W.¹ Kündig, E.P.² Bishop, P.M.³ Perret, C.⁴

50
- 49149145492
- Magid, R. M. Tetrahedron 1980, 36, 1901.
- (1980) Tetrahedron , vol.36 , pp. 1901
- Magid, R.M.¹

51
- 0001696294
- (a) Krishnamurthy, S.; Brown, H. C. J. Org. Chem. 1976, 41, 3064.
- (1976) J. Org. Chem. , vol.41 , pp. 3064
- Krishnamurthy, S.¹ Brown, H.C.²

52
- 0017313956
- (b) Parry, R. J.; Kunitani, M. G. J. Am. Chem. Soc. 1976, 98, 4024.
- (1976) J. Am. Chem. Soc. , vol.98 , pp. 4024
- Parry, R.J.¹ Kunitani, M.G.²

53
- 0000607758
- (c) Bhalerao, U. T.; Plattner, J. J.; Rapoport, H. J. Am. Chem. Soc. 1970, 92, 3429.
- (1970) J. Am. Chem. Soc. , vol.92 , pp. 3429
- Bhalerao, U.T.¹ Plattner, J.J.² Rapoport, H.³

54
- 0022110388
- (a) Koyama, T.; Matsubara, M.; Ogura; K. J. Biochem. 1985, 98, 449.
- (1985) J. Biochem. , vol.98 , pp. 449
- Koyama, T.¹ Matsubara, M.² Ogura, K.³

55
- 0022109072
- (b) Koyama, T.; Matsubara, M.; Ogura, K. J. Biochem. 1985, 98, 457.
- (1985) J. Biochem. , vol.98 , pp. 457
- Koyama, T.¹ Matsubara, M.² Ogura, K.³

56
- 0009759047
- (c) Koyama, T.; Ogura, K.; Seto, S. J. Chem. Soc. Jpn. 1981, 5, 689.
- (1981) J. Chem. Soc. Jpn. , vol.5 , pp. 689
- Koyama, T.¹ Ogura, K.² Seto, S.³

57
- 0000069495
- (d) Koyama, T.; Saito, A.; Ogura, K.; Seto, S. J. Am. Chem. Soc. 1980, 102, 3614.
- (1980) J. Am. Chem. Soc. , vol.102 , pp. 3614
- Koyama, T.¹ Saito, A.² Ogura, K.³ Seto, S.⁴

58
- 0016686292
- (e) Shinka, T.; Ogura, K.; Seto, S. J. Biochem. 1975, 78, 1177.
- (1975) J. Biochem. , vol.78 , pp. 1177
- Shinka, T.¹ Ogura, K.² Seto, S.³

59
- 0015924785
- (f) Nishino, T.; Ogura, K.; Seto, S. Biochim. Biophys. Acta 1973, 302, 33.
- (1973) Biochim. Biophys. Acta , vol.302 , pp. 33
- Nishino, T.¹ Ogura, K.² Seto, S.³

60
- 0015517601
- (g) Nishino, T.; Ogura, K.; Seto, S. J. Am. Chem. Soc. 1972, 94, 6849.
- (1972) J. Am. Chem. Soc. , vol.94 , pp. 6849
- Nishino, T.¹ Ogura, K.² Seto, S.³

61
- 37049115869
- (h) Ogura, K.; Koyama, T.; Seto, S. J. Chem. Soc., Chem. Commun. 1972, 881.
- (1972) J. Chem. Soc., Chem. Commun. , pp. 881
- Ogura, K.¹ Koyama, T.² Seto, S.³

62
- 0014936222
- Ogura, K.; Nishino, T.; Koyama, T.; Seto, S. J. Am. Chem. Soc. 1970, 92, 6036.
- (1970) J. Am. Chem. Soc. , vol.92 , pp. 6036
- Ogura, K.¹ Nishino, T.² Koyama, T.³ Seto, S.⁴

63
- 0014562009
- (j) Popják, G.; Rabinowitz, J. L.; Baron, J. M. Biochem. J. 1969, 113, 861.
- (1969) Biochem. J. , vol.113 , pp. 861
- Popják, G.¹ Rabinowitz, J.L.² Baron, J.M.³

64
- 0001136159
- Hanes, C. S.; Isherwood, F. A. Nature 1949, 164, 1107.
- (1949) Nature , vol.164 , pp. 1107
- Hanes, C.S.¹ Isherwood, F.A.²

65
- 0000633329
- Bhaskaran, G.; Jones, G. J. Insect Physiol. 1980, 26, 431-440.
- (1980) J. Insect Physiol. , vol.26 , pp. 431-440
- Bhaskaran, G.¹ Jones, G.²

66
- 2642676149
- Evans, D. A.; Black, W. C. J. Am. Chem. Soc. 1993, 115, 4497.
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 4497
- Evans, D.A.¹ Black, W.C.²

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