SCOPUS 정보 검색 플랫폼 - 논문 보기

메뉴 건너뛰기

Organic Letters

Volumn 2, Issue 7, 2000, Pages 957-960

Synthesis of the C16-C28 spiroketal Subunit of spongistatin 1 (altohyrtin A): The pyrone approach

(2) Crimmins, Michael T a Katz, Jason D a

a UNIVERSITY OF NORTH CAROLINA (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; ANTINEOPLASTIC AGENT; ETHER DERIVATIVE; LACTONE; MACROLIDE; PYRONE DERIVATIVE; SPONGISTATIN 1;

ARTICLE; CHEMISTRY; CONFORMATION; CYCLIZATION; STEREOISOMERISM; SYNTHESIS;

ALDEHYDES; ANTINEOPLASTIC AGENTS; CYCLIZATION; ETHERS, CYCLIC; LACTONES; MACROLIDES; MOLECULAR CONFORMATION; PYRONES; STEREOISOMERISM;

EID: 0034611508 PISSN: 15237060 EISSN: None Source Type: Journal
DOI: 10.1021/ol005605e Document Type: Article

Times cited : (42)

References (44)

1
- 0027155835
- (a) Pettit, G. R.; Cichacz, Z. A.; Gao, F.; Herald, C. L.; Boyd, M. R.; Schmidt, J. M.; Hooper, J. N. A. J. Org. Chem. 1993, 58, 1302-1304.
- (1993) J. Org. Chem. , vol.58 , pp. 1302-1304
- Pettit, G.R.¹ Cichacz, Z.A.² Gao, F.³ Herald, C.L.⁴ Boyd, M.R.⁵ Schmidt, J.M.⁶ Hooper, J.N.A.⁷

2
- 0028279351
- (b) Pettit, G. R.; Cichacz, Z. A.; Gao, F.; Herald, C. L.; Boyd, M. R.; Schmidt, J. M.; Hamel, E.; Bai, R. J. Chem. Soc., Chem. Commun. 1994, 58, 1605-1606.
- (1994) J. Chem. Soc., Chem. Commun. , vol.58 , pp. 1605-1606
- Pettit, G.R.¹ Cichacz, Z.A.² Gao, F.³ Herald, C.L.⁴ Boyd, M.R.⁵ Schmidt, J.M.⁶ Hamel, E.⁷ Bai, R.⁸

3
- 0027772922
- (c) Pettit, G. R.; Herald, C.L.; Cichacz, Z. A.; Gao, F.; Schmidt, J. M.; Boyd, M. R.; Christie, N. D.; Boettner, F. E. J. Chem. Soc., Chem. Commun. 1993, 1805-1807.
- (1993) J. Chem. Soc., Chem. Commun. , pp. 1805-1807
- Pettit, G.R.¹ Herald, C.L.² Cichacz, Z.A.³ Gao, F.⁴ Schmidt, J.M.⁵ Boyd, M.R.⁶ Christie, N.D.⁷ Boettner, F.E.⁸

4
- 0027171060
- (d) Pettit, G. R.; Herald, C.L.; Cichacz, Z. A.; Gao, F.; Schmidt, J. M.; Boyd, M. R.; Christie, N. D.; Boettner, F. E. J. Chem. Soc., Chem. Commun. 1993, 1166-1168.
- (1993) J. Chem. Soc., Chem. Commun. , pp. 1166-1168
- Pettit, G.R.¹ Herald, C.L.² Cichacz, Z.A.³ Gao, F.⁴ Schmidt, J.M.⁵ Boyd, M.R.⁶ Christie, N.D.⁷ Boettner, F.E.⁸

5
- 0029857429
- and references therein
- Kobayashi, M.; Aoki, S.; Gato, K.; Kitagawa, I. Chem. Pharm. Bull. 1996, 44, 2142-22149 and references therein.
- (1996) Chem. Pharm. Bull. , vol.44 , pp. 2142-22149
- Kobayashi, M.¹ Aoki, S.² Gato, K.³ Kitagawa, I.⁴

6
- 0027244662
- Fusetani, N.; Shinoda, K.; Matsunoga, S. J. Am. Chem. Soc. 1993, 115, 3977-3981.
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 3977-3981
- Fusetani, N.¹ Shinoda, K.² Matsunoga, S.³

7
- 0027482896
- (a) Bai, R.; Cichacz, Z. A.; Herald, C. L.; Pettit, G. R.; Hamel, E. Mol. Pharmacol. 1993, 44, 757-766.
- (1993) Mol. Pharmacol. , vol.44 , pp. 757-766
- Bai, R.¹ Cichacz, Z.A.² Herald, C.L.³ Pettit, G.R.⁴ Hamel, E.⁵

8
- 0029133540
- (b) Bai, R.; Taylor, G. F.; Cichacz, Z. A.; Herald, C. L.; Kepler, J. A.; Pettit, G. R.; Hamel, E. Biochemistry 1995, 34, 9714-9721.
- (1995) Biochemistry , vol.34 , pp. 9714-9721
- Bai, R.¹ Taylor, G.F.² Cichacz, Z.A.³ Herald, C.L.⁴ Kepler, J.A.⁵ Pettit, G.R.⁶ Hamel, E.⁷

9
- 0032497602
- Crimmins, M. T.; Washburn, D. G. Tetrahedron Lett. 1998, 39, 7487-7490.
- (1998) Tetrahedron Lett. , vol.39 , pp. 7487-7490
- Crimmins, M.T.¹ Washburn, D.G.²

10
- 0029847588
- (a) Heathcock, C. H.; Claffey, M. M. J. Org. Chem. 1996, 61, 7646.
- (1996) J. Org. Chem. , vol.61 , pp. 7646
- Heathcock, C.H.¹ Claffey, M.M.²

11
- 0033615630
- (b) Claffey, M. M.; Hayes, C. J.; Heathcock, C. H. J. Org. Chem. 1999, 64, 8267-8274.
- (1999) J. Org. Chem. , vol.64 , pp. 8267-8274
- Claffey, M.M.¹ Hayes, C.J.² Heathcock, C.H.³

12
- 16144363676
- (c) Paterson, I.; Oballa, R. M.; Norcross, R. D. Tetrahedron Lett. 1996, 37, 8581-8584.
- (1996) Tetrahedron Lett. , vol.37 , pp. 8581-8584
- Paterson, I.¹ Oballa, R.M.² Norcross, R.D.³

13
- 0030703550
- (d) Paterson, I.; Oballa, R. M. Tetrahedron Lett. 1997, 38, 8241.
- (1997) Tetrahedron Lett. , vol.38 , pp. 8241
- Paterson, I.¹ Oballa, R.M.²

14
- 0032512010
- (e) Paterson, I.; Wallace, D. J.; Oballa, R. M. Tetrahedron Lett. 1998, 39, 8545.
- (1998) Tetrahedron Lett. , vol.39 , pp. 8545
- Paterson, I.¹ Wallace, D.J.² Oballa, R.M.³

15
- 0030741324
- (f) Paquette, L. A.; Zuev, D. Tetrahedron Lett. 1997, 38, 5115-5118.
- (1997) Tetrahedron Lett. , vol.38 , pp. 5115-5118
- Paquette, L.A.¹ Zuev, D.²

16
- 0034624587
- (g) Paquette, L. A.; Zuev, D. Org. Lett. 2000, 2, 679-682.
- (2000) Org. Lett. , vol.2 , pp. 679-682
- Paquette, L.A.¹ Zuev, D.²

17
- 0030809932
- (h) Smith, A. B., III; Lin, Q.; Nakayama, K.; Boldi, A.; Brook, C. S.; McBriar, M. D.; Moser, W. H.; Sobukawa, M.; Zhuang, L. Tetrahedron Lett. 1997, 38, 8675-8678.
- (1997) Tetrahedron Lett. , vol.38 , pp. 8675-8678
- Smith A.B. III¹ Lin, Q.² Nakayama, K.³ Boldi, A.⁴ Brook, C.S.⁵ McBriar, M.D.⁶ Moser, W.H.⁷ Sobukawa, M.⁸ Zhuang, L.⁹

18
- 0032482480
- (i) Zemribo, R.; Mead K. T. Tetrahedron Lett. 1998, 39, 3891.
- (1998) Tetrahedron Lett. , vol.39 , pp. 3891
- Zemribo, R.¹ Mead, K.T.²

19
- 0032482491
- (j) Zemribo, R.; Mead, K. T. Tetrahedron Lett. 1998, 39, 3895.
- (1998) Tetrahedron Lett. , vol.39 , pp. 3895
- Zemribo, R.¹ Mead, K.T.²

20
- 0032575188
- (k) Terauchi, T.; Nakata, M. Tetrahedron Lett. 1998, 39, 3795.
- (1998) Tetrahedron Lett. , vol.39 , pp. 3795
- Terauchi, T.¹ Nakata, M.²

21
- 0030921976
- (a) Heathcock, C. H.; Hayes, C. J. J. Org. Chem. 1997, 62, 2678.
- (1997) J. Org. Chem. , vol.62 , pp. 2678
- Heathcock, C.H.¹ Hayes, C.J.²

22
- 0030733069
- (b) Paterson, I.; Wallace, D. J.; Gibson, K. R. Tetrahedron Lett. 1997, 38, 8911.
- (1997) Tetrahedron Lett. , vol.38 , pp. 8911
- Paterson, I.¹ Wallace, D.J.² Gibson, K.R.³

23
- 0030788366
- Paquette, L. A.; Braun, A. Tetrahedron Lett. 1997, 38, 5119-5122.
- (1997) Tetrahedron Lett. , vol.38 , pp. 5119-5122
- Paquette, L.A.¹ Braun, A.²

24
- 0030784540
- Smith, A. B., III; Zhuang, L.; Brook, C. S.; Lin, Q.; Moser, W. H.; Trout, R. E. L.; Boldi, A. Tetrahedron Lett. 1997, 38, 8671-8674.
- (1997) Tetrahedron Lett. , vol.38 , pp. 8671-8674
- Smith A.B. III¹ Zhuang, L.² Brook, C.S.³ Lin, Q.⁴ Moser, W.H.⁵ Trout, R.E.L.⁶ Boldi, A.⁷

25
- 0033523828
- (a) Heathcock, C. H.; Ott, G. R. Org. Lett. 1999, 1, 1475.
- (1999) Org. Lett. , vol.1 , pp. 1475
- Heathcock, C.H.¹ Ott, G.R.²

26
- 0030873529
- (b) Paterson, I.; Keown, L. E. Tetrahedron Lett. 1997, 38, 5727-5730.
- (1997) Tetrahedron Lett. , vol.38 , pp. 5727-5730
- Paterson, I.¹ Keown, L.E.²

27
- 0032510296
- (c) Lemaire-Audoire, S.; Vogel, P. Tetrahedron Lett. 1998, 39, 1345-1348.
- (1998) Tetrahedron Lett. , vol.39 , pp. 1345-1348
- Lemaire-Audoire, S.¹ Vogel, P.²

28
- 0030734910
- (d) Smith, A. B., III; Zhuang, L.; Brook C. S.; Boldi, A.; McBriar, M. D.; Moser, W. H.; Murase, N.; Nakayama, K.; Verhoest, P. R.; Lin, Q. Tetrahedron Lett. 1997, 38, 8667-8670.
- (1997) Tetrahedron Lett. , vol.38 , pp. 8667-8670
- Smith A.B. III¹ Zhuang, L.² Brook, C.S.³ Boldi, A.⁴ McBriar, M.D.⁵ Moser, W.H.⁶ Murase, N.⁷ Nakayama, K.⁸ Verhoest, P.R.⁹ Lin, Q.¹⁰

29
- 0032554964
- (e) Hermitage, S. A.; Roberts, S. M.; Watson, D. J. Tetrahedron Lett., 1998, 39, 3567.
- (1998) Tetrahedron Lett. , vol.39 , pp. 3567
- Hermitage, S.A.¹ Roberts, S.M.² Watson, D.J.³

30
- 0033613984
- (f) Kary, P. D.; Roberts, S. M.; Watson, D. J. Tetrahedron: Asymmetry 1999, 10, 213.
- (1999) Tetrahedron: Asymmetry , vol.10 , pp. 213
- Kary, P.D.¹ Roberts, S.M.² Watson, D.J.³

31
- 0033613885
- (g) Kary, P. D.; Roberts, S. M. Tetrahedron: Asymmetry 1999, 10, 217.
- (1999) Tetrahedron: Asymmetry , vol.10 , pp. 217
- Kary, P.D.¹ Roberts, S.M.²

32
- 0000200913
- (h) Fernandez-Megia, E.; Gourlaouen, N.; Ley, S. V.; Rowlands, G. J. Synlett 1998, 991.
- (1998) Synlett , pp. 991
- Fernandez-Megia, E.¹ Gourlaouen, N.² Ley, S.V.³ Rowlands, G.J.⁴

33
- 0033597151
- (i) Micalizio, G. C.; Roush, W. R. Tetrahedron Lett. 1999, 40, 3351.
- (1999) Tetrahedron Lett. , vol.40 , pp. 3351
- Micalizio, G.C.¹ Roush, W.R.²

34
- 0033597387
- (j) Dunkel, R.; Treu, J.; Hoffmann, H. M. R. Tetrahedron: Asymmetry 1999, 10, 1539.
- (1999) Tetrahedron: Asymmetry , vol.10 , pp. 1539
- Dunkel, R.¹ Treu, J.² Hoffmann, H.M.R.³

35
- 0031906655
- (a) Guo J.; Duffy, K. J.; Dalko, P. I.; Roth, R. M.; Hayward, M. M.; Kishi, Y. Angew. Chem., Int. Ed. 1998, 37, 187-192.
- (1998) Angew. Chem., Int. Ed. , vol.37 , pp. 187-192
- Guo, J.¹ Duffy, K.J.² Dalko, P.I.³ Roth, R.M.⁴ Hayward, M.M.⁵ Kishi, Y.⁶

36
- 0031951004
- (b) Hayward, M. M.; Roth R. M.; Duffy, K. J.; Dalko, P. I.; Steverns, K. L.; Guo, J.; Kishi, Y. Angew. Chem., Int. Ed. 1998, 37, 192-196.
- (1998) Angew. Chem., Int. Ed. , vol.37 , pp. 192-196
- Hayward, M.M.¹ Roth, R.M.² Duffy, K.J.³ Dalko, P.I.⁴ Steverns, K.L.⁵ Guo, J.⁶ Kishi, Y.⁷

37
- 0032491776
- (a) Evans, D. A.; Coleman, P. J.; Dias, L. C. Angew. Chem., Int. Ed. Engl. 1997, 36, 2738.
- (1997) Angew. Chem., Int. Ed. Engl. , vol.36 , pp. 2738
- Evans, D.A.¹ Coleman, P.J.² Dias, L.C.³

38
- 0032491812
- (b) Evans, D. A.; Trotter, B. W.; Cote, B.; Coleman, P. J. Angew. Chem., Int. Ed. Engl. 1997, 36, 2741.
- (1997) Angew. Chem., Int. Ed. Engl. , vol.36 , pp. 2741
- Evans, D.A.¹ Trotter, B.W.² Cote, B.³ Coleman, P.J.⁴

39
- 0032491845
- (c) Evans, D. A.; Trotter, B. W.; Cote, B.; Coleman, P. J.; Dias, L. C.; Tyler, A. N. Angew. Chem., Int. Ed. Engl. 1997, 36, 2744.
- (1997) Angew. Chem., Int. Ed. Engl. , vol.36 , pp. 2744
- Evans, D.A.¹ Trotter, B.W.² Cote, B.³ Coleman, P.J.⁴ Dias, L.C.⁵ Tyler, A.N.⁶

40
- 0033575415
- (d) Evans, D. A.; Trotter, B. W.; Coleman, P. J.; Cote, B.; Dias, L. C.; Rajapakse, H. A.; Tyler, A. N. Tetrahedron 1999, 55, 8671-8726.
- (1999) Tetrahedron , vol.55 , pp. 8671-8726
- Evans, D.A.¹ Trotter, B.W.² Coleman, P.J.³ Cote, B.⁴ Dias, L.C.⁵ Rajapakse, H.A.⁶ Tyler, A.N.⁷

41
- 0001002353
- (a) Crimmins, M. T.; O'Mahony, R.; J. Org. Chem. 1990, 55, 5894-5900.
- (1990) J. Org. Chem. , vol.55 , pp. 5894-5900
- Crimmins, M.T.¹ O'Mahony, R.²

42
- 0032554985
- (b) Crimmins, M. T.; Washburn, D. G.; Katz, J. D.; Zawacki, F. J. Tetrahedron Lett. 1998, 39, 3439-3442.
- (1998) Tetrahedron Lett. , vol.39 , pp. 3439-3442
- Crimmins, M.T.¹ Washburn, D.G.² Katz, J.D.³ Zawacki, F.J.⁴

43
- 85088882690
- 13C NMR, IR, and optical rotation. Yields are for isolated, chromatographically purified products
- 13C NMR, IR, and optical rotation. Yields are for isolated, chromatographically purified products.

44
- 12644312578
- Mancuso, A. J.; Huang, S. L.; Swern, D. J. Org. Chem. 1978, 43, 2480.
- (1978) J. Org. Chem. , vol.43 , pp. 2480
- Mancuso, A.J.¹ Huang, S.L.² Swern, D.³

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.