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Tetrahedron

Volumn 58, Issue 10, 2002, Pages 2011-2026

Halichondrin B: Synthesis of the C(37)-C(54) subunit

(3) Austad, Brian C a Hart, Amy C a Burke, Steven D a

a UNIVERSITY OF WISCONSIN MADISON (United States)

Author keywords

Desymmetrization; Halichondrin B; Spiroketal

Indexed keywords

2,8 BIS(2 ETHANOIC ACID GAMMA LACTONE) 3,9 DIHYDROXY 4,10 DIMETHYL 1,7 DIOXASPIRO[5,5]UNDECANE; 2,8 DI(2BENZYLOXYETHYL) 3,9 DIHYDROXY 4,10 DIMETHYL 1,7 DIOXASPIRO[5,5]UNDECANE; 3 METHYL 7 BENZYLOXY 4 HEPTANOIC ACID ETHYL ESTER; 5,9 DIMETHYL 1,13 BIS(BENZYLOXY) 3,10 TRIDECADIEN 7 ONE; ALCOHOL; ALDEHYDE DERIVATIVE; ANTIMITOTIC AGENT; EPOXIDE; HALICHONDRIN B; HYDROXYL GROUP; KETONE DERIVATIVE; LACTONE DERIVATIVE; MACROLIDE; NATURAL PRODUCT; PHOSPHONIC ACID DERIVATIVE; POLYETHER; SPIRO COMPOUND; UNCLASSIFIED DRUG;

ARTICLE; CHELATION; CHEMICAL REACTION; CYCLIZATION; DRUG SYNTHESIS; HYDROLYSIS; OXIDATION; POLYMERIZATION; PRIORITY JOURNAL; STEREOCHEMISTRY;

EID: 0037017780 PISSN: 00404020 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4020(02)00050-9 Document Type: Article

Times cited : (27)

References (95)

1
- 0022709534
- (1986) Pure Appl. Chem. , vol.58 , pp. 701-710
- Hirata, Y.¹ Uemura, D.²

2
- 0026356420
- (1991) J. Med. Chem. , vol.34 , pp. 3339-3340
- Pettit, G.R.¹ Herald, C.L.² Boyd, M.R.³ Leet, J.E.⁴ Dufresne, C.⁵ Doubek, D.L.⁶ Schmidt, J.M.⁷ Cerny, R.L.⁸ Hooper, J.N.A.⁹ Rutzler, K.C.¹⁰

3
- 0028889097
- (1995) J. Chem. Soc., Chem. Commun. , pp. 383
- Pettit, G.R.¹ Ichihara, Y.² Wurzel, G.³ Williams, M.D.⁴ Schmidt, J.M.⁵ Chapuis, J.-C.⁶

4
- 0027195860
- (1993) J. Org. Chem. , vol.58 , pp. 2538-2543
- Pettit, G.R.¹ Tan, R.² Gao, F.³ Williams, M.D.⁴ Doubek, D.L.⁵ Boyd, M.R.⁶ Schmidt, J.M.⁷ Chapuis, J.⁸ Hamel, E.⁹ Bai, R.¹⁰ Hooper, J.N.A.¹¹ Tackett, L.P.¹²

5
- 0000895349
- (1993) Gazz. Chim. Ital. , vol.123 , pp. 371-377
- Pettit, G.R.¹ Gao, F.² Doubek, D.L.³ Boyd, M.R.⁴ Hamel, E.⁵ Bai, R.⁶ Schmidt, J.M.⁷ Tackett, L.P.⁸ Rutzler, K.⁹

6
- 0028076858
- (1994) Tetrahedron Lett. , vol.35 , pp. 9435-9438
- Litaudon, M.¹ Hart, J.B.² Blunt, J.W.³ Lake, R.J.⁴ Munro, M.H.G.⁵

7
- 0027093080
- (1992) Pharmac. Ther. , vol.55 , pp. 31-51
- Hamel, E.H.¹

8
- 0026069885
- (1991) J. Biol. Chem. , vol.266 , pp. 15882-15889
- Bai, R.¹ Paull, K.D.² Herald, C.L.³ Malspeis, L.⁴ Pettit, G.R.⁵ Hamel, E.⁶

9
- 0027518597
- (1993) Biochem. Pharmacol. , vol.45 , pp. 421-427
- Luduena, R.F.¹ Roach, M.C.² Prasad, V.³ Pettit, G.R.⁴

10
- 0000342816
- (1994) Pure Appl. Chem. , vol.66 , pp. 2271-2281
- Pettit, G.R.¹

11
- 84995724953
- note

12
- 0026752669
- (1992) Cancer Res. , vol.52 , pp. 3892
- Paull, K.D.¹ Lin, C.M.² Malspeis, L.³ Hamel, E.⁴

13
- 0001635334
- (1997) J. Org. Chem. , vol.62 , pp. 7552-7553
- Stamos, D.P.¹ Chen, S.S.² Kishi, Y.³

14
- 84995723634
- U.S. Patent 5,436,238, 1995
- Kishi, Y.¹ Fang, F.G.² Forsyth, C.J.³ Scola, P.M.⁴ Yoon, S.K.⁵

15
- 0034658589
- (2000) Bioorg. Med. Chem. Lett. , vol.10 , pp. 1029-1032
- Wang, Y.¹ Habgood, G.J.² Christ, W.J.³ Kishi, Y.⁴ Littlefield, B.A.⁵ Yu, M.J.⁶

16
- 0035110756
- (2001) Cancer Res. , vol.61 , pp. 1013-1021
- Towle, M.J.¹ Salvato, K.A.² Budrow, J.³ Wels, B.F.⁴ Kuznetsov, G.⁵ Aalfs, K.K.⁶ Welch, S.⁷ Zheng, W.⁸ Seletsky, B.M.⁹ Palme, M.H.¹⁰ Habgood, G.J.¹¹ Singer, L.A.¹² DiPietro, L.V.¹³ Wang, Y.¹⁴ Chen, J.J.¹⁵ Quincy, D.A.¹⁶ Davis, A.¹⁷ Yoshimatsu, K.¹⁸ Kishi, Y.¹⁹ Yu, M.J.²⁰ Littlefield, B.A.²¹ more..

17
- 0000895818
- (1987) Tetrahedron Lett. , vol.28 , pp. 3463-3466
- Aicher, T.D.¹ Kishi, Y.²

18
- 0026528203
- (1992) Tetrahedron Lett. , vol.33 , pp. 1549-1552
- Aicher, T.D.¹ Buszek, K.R.² Fang, F.G.³ Forsyth, C.J.⁴ Jung, S.H.⁵ Kishi, Y.⁶ Scola, P.M.⁷

19
- 0026589108
- (1992) Tetrahedron Lett. , vol.33 , pp. 1553-1556
- Buszek, K.R.¹ Fang, F.G.² Forsyth, C.J.³ Jung, S.H.⁴ Kishi, Y.⁵

20
- 0027490196
- (1993) Tetrahedron Lett. , vol.34 , pp. 7541-7544
- Duan, J.J.W.¹ Kishi, Y.²

21
- 0026552265
- (1992) Tetrahedron Lett. , vol.33 , pp. 1557-1560
- Fang, F.G.¹ Kishi, Y.² Matelich, M.C.³ Scola, P.M.⁴

22
- 0030602154
- (1996) Tetrahedron Lett. , vol.37 , pp. 8643-8646
- Stamos, D.P.¹ Kishi, Y.²

23
- 0026774529
- (1992) J. Am. Chem. Soc. , vol.114 , pp. 3162-3164
- Aicher, T.D.¹ Buszek, K.R.² Fang, F.G.³ Forsyth, C.J.⁴ Jung, S.H.⁵ Kishi, Y.⁶ Matelich, M.C.⁷ Scola, P.M.⁸ Spero, D.M.⁹ Yoon, S.K.¹⁰

24
- 0024445187
- (1989) Tetrahedron Lett. , vol.30 , pp. 6279
- Kim, S.¹ Salomon, R.G.²

25
- 0025277781
- (1990) Tetrahedron Lett. , vol.31 , pp. 3813-3816
- Cooper, A.J.¹ Salomon, R.G.²

26
- 0027154705
- (1993) Tetrahedron Lett. , vol.34 , pp. 3247
- DiFranco, E.¹ Ravikumar, V.T.² Salomon, R.G.³

27
- 0027729422
- (1993) Tetrahedron Lett. , vol.34 , pp. 8193-8196
- Cooper, A.J.¹ Pan, W.² Salomon, R.G.³

28
- 85045568522
- (1994) Synlett , pp. 38-40
- Horita, K.¹ Hachiya, S.² Nagasawa, M.³ Hikota, M.⁴ Yonemitsu, O.⁵

29
- 85033646342
- (1994) Synlett , pp. 40-43
- Horita, K.¹ Nagasawa, M.² Hachiya, S.³ Yonemitsu, O.⁴

30
- 85033654445
- (1994) Synlett , pp. 43-45
- Horita, K.¹ Sakurai, Y.² Nagasawa, M.³ Hachiya, S.⁴ Yonemitsu, O.⁵

31
- 85033643365
- (1994) Synlett , pp. 46-48
- Horita, K.¹ Sakurai, Y.² Nagasawa, M.³ Maeno, K.⁴ Hachiya, S.⁵ Yonemitsu, O.⁶

32
- 0002903462
- (1996) Heterocycles , vol.42 , pp. 99-104
- Horita, K.¹ Hachiya, S.² Ogihara, K.³ Yoshida, Y.⁴ Nagasawa, M.⁵ Yonemitsu, O.⁶

33
- 0030782587
- (1997) Tetrahedron Lett. , vol.38 , pp. 8965
- Horita, K.¹ Nagasawa, M.² Hachiya, S.-I.³ Sakurai, Y.⁴ Yamazaki, T.⁵ Uenishi, J.⁶ Yonemitsu, O.⁷

34
- 0030713459
- (1997) Chem. Pharm. Bull. , vol.45 , pp. 1558-1572
- Horita, K.¹ Sakurai, Y.² Nagasawa, M.³ Yonemitsu, O.⁴

35
- 0030803251
- (1997) Chem. Pharm. Bull. , vol.45 , pp. 1265-1281
- Horita, K.¹ Hachiya, S.² Yamazaki, T.³ Naitou, T.⁴ Uenishi, J.⁵ Yonemitsu, O.⁶

36
- 0025741360
- (1991) Tetrahedron Lett. , vol.32 , pp. 3961-3964
- Burke, S.D.¹ Buchanan, J.L.² Rovin, J.D.³

37
- 0028010945
- (1994) Tetrahedron Lett. , vol.35 , pp. 703-706
- Burke, S.D.¹ Jung, K.W.² Phillips, J.R.³ Perri, R.E.⁴

38
- 0034733104
- (2000) J. Org. Chem. , vol.65 , pp. 4070-4087
- Burke, S.D.¹ Jung, K.W.² Lambert, W.T.³ Phillips, J.R.⁴ Klovning, J.J.⁵

39
- 0029028914
- (1995) Tetrahedron Lett. , vol.36 , pp. 7023-7026
- Burke, S.D.¹ Zhang, G.² Buchanan, J.L.³

40
- 0002070739
- Bentley, P. H., O'Hanlon, P. J., Eds.; Royal Society of Chemistry: Cambridge
- (1997) Anti-infectives: Recent Advances in Chemistry and Structure-Activity Relationships , pp. 73-85
- Burke, S.D.¹ Phillips, J.R.² Quinn, K.J.³ Zhang, G.⁴ Jung, K.W.⁵ Buchanan, J.L.⁶ Perri, R.E.⁷

41
- 0031735502
- (1998) J. Org. Chem. , vol.63 , pp. 8626-8627
- Burke, S.D.¹ Quinn, K.J.² Chen, V.J.³

42
- 0032476075
- (1998) J. Org. Chem. , vol.63 , pp. 6770-6771
- Burke, S.D.¹ Austad, B.C.² Hart, A.C.³

43
- 0032993329
- (1999) J. Biotech. , vol.70 , pp. 15
- Munro, M.H.G.¹ Blunt, J.W.² Dumdei, E.J.³ Hickford, S.J.H.⁴ Lill, R.E.⁵ Li, S.⁶ Battershill, C.N.⁷ Duckworth, A.R.⁸

44
- 0032993329
- (1999) Prog. Ind. Microbiol. , vol.35 , pp. 15-25
- Munro, M.H.G.¹ Blunt, J.W.² Dumdei, E.J.³ Hickford, S.J.H.⁴ Lill, R.E.⁵ Li, S.⁶ Battershill, C.N.⁷ Duckworth, A.R.⁸

45
- 0000955763
- (2000) Drugs Sea , pp. 134-153
- Hart, J.B.¹ Lill, R.E.² Hickford, S.J.H.³ Blunt, J.W.⁴ Munro, M.H.G.⁵

46
- 4444276636
- (1994) Chem. Rev. , vol.94 , pp. 2483-2547
- Kolb, H.C.¹ Van Nieuwenhze, M.S.² Sharpless, K.B.³

47
- 0003544583
- VCH Publishers: New York
- (1993) Catalytic Asymmetric Synthesis
- Johnson, R.A.¹ Sharpless, K.B.²

48
- 0000749329
- (1984) Chem. Lett. , pp. 1389-1392
- Saito, S.¹ Hasegawa, T.² Inaba, M.³ Nishida, R.⁴ Fujii, T.⁵ Nomizu, S.⁶ Moriwake, T.⁷

49
- 0021171455
- (1984) J. Org. Chem. , vol.49 , pp. 2834-2837
- Masamune, S.¹ Ma, P.² Okumoto, H.³ Ellingboe, J.W.⁴ Ito, Y.⁵

50
- 0000569383
- (1984) Can. J. Chem. , vol.62 , pp. 2146-2147
- Hannessian, S.¹ Ugolini, A.² Dube, D.³ Glamyan, A.⁴

51
- 0030860279
- (1997) Science , vol.227 , pp. 936
- Tokunaga, M.¹ Larrow, J.F.² Kakiuchi, F.³ Jacobsen, E.N.⁴

52
- 0031465950
- (1997) Tetrahedron: Asymmetry , vol.8 , pp. 3927
- Brandes, B.D.¹ Jacobsen, E.N.²

53
- 0000417177
- (1987) Synthesis , pp. 139-141
- Takano, S.¹ Sekiguchi, Y.² Sato, N.³ Ogasawara, K.⁴

54
- 0003522903
- Academic Press, New York
- (1965) Acetylenic Compounds in Organic Synthesis , pp. 29
- Raphael, R.A.¹

55
- 0001685085
- (1970) J. Am. Chem. Soc. , vol.92 , pp. 741
- Johnson, W.S.¹ Werthmann, L.² Bartlett, W.R.³ Brocksom, T.J.⁴ Li, T.⁵ Faulkner, D.J.⁶ Petersen, M.R.⁷

56
- 0000067675
- (1986) J. Org. Chem. , vol.51 , pp. 3402-3405
- Daub, G.W.¹ Shanklin, P.L.² Tata, C.³

57
- 0000867586
- (1973) Tetrahedron Lett. , vol.12 , pp. 957-960
- Krapcho, A.P.¹ Lovey, A.J.²

58
- 0001333149
- (1980) J. Org. Chem. , vol.45 , pp. 4105-4111
- Krapcho, A.P.¹ Weimaster, J.F.²

59
- 33845185080
- (1989) Chem. Rev. , vol.89 , pp. 1617-1661
- Perron, F.¹ Albizati, K.F.²

60
- 0027997412
- (1994) Synthesis , vol.7 , pp. 639-666
- Ley, S.V.¹ Norman, J.² Griffith, W.P.³ Marsden, S.P.⁴

61
- 84908773306
- (1991) Synlett , pp. 829-830
- Bloch, R.¹ Brillet, C.²

62
- 0028799792
- (1995) Tetrahedron , vol.51 , pp. 2167
- Magnuson, S.R.¹

63
- 33947093052
- (1978) J. Am. Chem. Soc. , vol.100 , pp. 3611-3613
- Tebbe, F.N.¹ Parshall, G.W.² Reddy, G.S.³

64
- 33847085984
- (1980) J. Am. Chem. Soc. , vol.102 , pp. 3270-3613
- Pine, S.H.¹ Zahler, R.² Evans, D.A.³ Grubbs, R.H.⁴

65
- 33845552830
- (1982) J. Am. Chem. Soc. , vol.104 , pp. 7491-7496
- Lee, J.B.¹ Ott, K.C.² Grubbs, R.H.³

66
- 0000184375
- (1990) J. Am. Chem. Soc. , vol.112 , pp. 6392-6394
- Petasis, N.A.¹ Bzowej, E.I.²

67
- 0000696020
- (1985) Tetrahedron Lett. , vol.26 , pp. 6297-6300
- McGarvey, G.J.¹ Bajwa, J.S.²

68
- 37049088470
- (1992) J. Chem. Soc., Perkin Trans. 1 , pp. 83-94
- Carling, R.W.¹ Clark, J.S.² Holmes, A.B.³

69
- 33845378889
- (1985) J. Org. Chem. , vol.50 , pp. 5583-5586
- Brown, H.C.¹ Ramachandran, P.V.² Vara Prasad, J.V.N.³

70
- 0001167066
- (1985) J. Org. Chem. , vol.50 , pp. 1582-1589
- Brown, H.C.¹ Vara Prasad, J.V.N.² Zee, S.³

71
- 33751384984
- (1993) J. Org. Chem. , vol.58 , pp. 2899
- Ireland, R.E.¹ Liu, L.²

72
- 3042741556
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 7277-7287
- Dess, D.B.¹ Martin, J.C.²

73
- 0001092074
- (1983) J. Org. Chem. , vol.48 , pp. 4156-4158
- Dess, D.B.¹ Martin, J.C.²

74
- 0003417469
- Trost, B.M., Ed.; Pergamon: Oxford
- (1991) Comprehensive Organic Synthesis , vol.2 , pp. 563-593
- Fleming, I.¹

75
- 0027740086
- (1993) J. Org. Chem. , vol.58 , pp. 7768-7781
- Hanessian, S.¹ Tehim, A.² Chen, P.³

76
- 0026532971
- (1992) Tetrahedron Lett. , vol.33 , pp. 1817-1820
- Henry, K.J.¹ Grieco, P.A.² Jagoe, C.T.³

77
- 0001919805
- (1985) J. Organomet. Chem. , vol.285 , pp. 31-42
- Yamamoto, Y.¹ Komatsu, T.² Maruyama, K.³

78
- 33750247077
- (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 448-451
- Becker, H.¹ Sharpless, K.B.²

79
- 0000252337
- (1995) J. Org. Chem. , vol.60 , pp. 3940-3941
- Becker, H.¹ King, S.B.² Taniguchi, M.³ Vanhessche, K.P.M.⁴ Sharpless, K.B.⁵

80
- 33751385752
- (1993) J. Org. Chem. , vol.58 , pp. 3785-3786
- Crispino, G.A.¹ Jeong, K.² Hartmuth, C.K.³ Wang, Z.⁴ Xu, D.⁵ Sharpless, K.B.⁶

81
- 0025058974
- (1990) Tetrahedron Lett. , vol.31 , pp. 945-948
- Rychnovsky, S.D.¹ Skalitzky, D.J.²

82
- 0026757591
- (1992) Tetrahedron Lett. , vol.33 , pp. 6439-6442
- Duan, J.J.W.¹ Sprengeler, P.A.² Smith III, A.B.³

83
- 33751385840
- (1993) J. Org. Chem. , vol.58 , pp. 3703-3711
- Duan, J.J.W.¹ Smith III, A.B.²

84
- 33845554216
- (1982) J. Org. Chem. , vol.47 , pp. 4626-4633
- Bongini, A.¹ Cardillo, G.² Orena, M.³ Porzi, G.⁴ Sandri, S.⁵

85
- 84914322252
- (1975) Synth. Commun. , vol.5 , pp. 1-5
- Clark, R.D.¹ Kozar, L.G.² Heathcock, C.H.³

86
- 0000946961
- (1985) Tetrahedron Lett. , vol.26 , pp. 6325-6328
- Ditrich, K.¹ Hoffmann, R.W.²

87
- 84986644328
- (1990) Liebigs Ann. Chem. , pp. 23-29
- Hoffmann, R.W.¹ Ditrich, K.²

88
- 0028937415
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 3448-3467
- Evans, D.A.¹ Ratz, A.M.² Huff, B.E.³ Sheppard, G.S.⁴

89
- 0001421951
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 5384-5392
- Jacobi, P.A.¹ Blum, C.A.² DeSimone, R.W.³ Udodong, U.E.S.⁴

90
- 0028868722
- (1995) J. Org. Chem. , vol.60 , pp. 7343-7347
- Devianne, G.¹ Escudier, J.² Baltas, M.³ Gorrichon, L.⁴

91
- 85004388152
- (1981) Chem. Pharm. Bull. , vol.29 , pp. 1475-1478
- Hashimoto, N.¹ Aoyama, T.² Shioiri, T.³

92
- 0025108083
- (1990) J. Am. Chem. Soc. , vol.112 , pp. 7001-7031
- Evans, D.A.¹ Kaldor, S.W.² Jones, T.K.³ Clardy, J.⁴ Stout, T.J.⁵

93
- 0001759396
- (1988) Tetrahedron Lett. , vol.29 , pp. 4139-4142
- Nakajima, N.¹ Horita, K.² Abe, R.³ Yonemitsu, O.⁴

94
- 0000268407
- (1982) Chem. Lett. , pp. 189-192
- Takaku, H.¹ Kamaike, K.²

95
- 33847803678
- (1974) Chem. Rev. , vol.74 , pp. 87-99
- Boutagy, J.¹ Thomas, R.²

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