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Volumn 65, Issue 22, 2000, Pages 7618-7626

A stereocontrolled, efficient synthetic route to bioactive sphingolipids: Synthesis of phytosphingosine and phytoceramides from unsaturated ester precursors via cyclic sulfate intermediates

(3) He, L a Byun, H S a Bittman, R a

a CITY UNIVERSITY OF NEW YORK (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; CERAMIDE DERIVATIVE; ESTER; LACTONE DERIVATIVE; SPHINGOLIPID; SPHINGOSINE DERIVATIVE; SULFATE;

ACYLATION; AQUEOUS SOLUTION; ARTICLE; CHEMICAL MODIFICATION; HYDROXYLATION; OXIDATION; STEREOCHEMISTRY; SYNTHESIS;

CERAMIDES; ESTERS; INDICATORS AND REAGENTS; SPHINGOLIPIDS; SPHINGOSINE; STEREOISOMERISM; SULFATES;

EID: 0034602357 PISSN: 00223263 EISSN: None Source Type: Journal
DOI: 10.1021/jo001225v Document Type: Article

Times cited : (100)

References (65)

1
- 0001211029
- (1911) Monatsh. Chem. , vol.32 , pp. 133-142
- Zellner, J.¹

2
- 0000663265
- (1964) Acta Chem. Scand. , vol.18 , pp. 2395-2396
- Karlsson, K.A.¹

3
- 0000842073
- (1964) Acta Chem. Scand. , vol.18 , pp. 2397-2398
- Karlsson, K.A.¹

4
- 0014373319
- (1968) Acta Chem. Scand. , vol.22 , pp. 1361-1364
- Karlsson, K.A.¹ Samuelsson, B.E.² Steen, G.O.³

5
- 0021878670
- (1985) Invest. Dermatol , vol.84 , pp. 410-412
- Wertz, P.W.¹ Miethke, M.C.² Long, S.A.³ Stauss, J.S.⁴ Downing, D.T.J.⁵

6
- 0342574101
- Braun-Falco, O., Corting, H.C., Maibach, H.I., Eds.; Springer-Verlag: Berlin Heidelberg
- (1992) Liposome Dermatics , pp. 44-56
- Schmidt, R.R.¹

7
- 0014193259
- (1967) Biochem. Biophys. Res. Commun. , vol.27 , pp. 319-324
- Barenholz, Y.¹ Gatt, S.²

8
- 0026440345
- (1992) Biochim. Biophys. Acta , vol.1165 , pp. 177-182
- Takamatsu, K.¹ Mikami, M.² Kikuchi, K.³ Nozawa, S.⁴ Iwamori, M.⁵

9
- 0014403441
- (1968) Biochem. Biophys. Res. Commun. , vol.31 , pp. 137-143
- Okabe, K.¹ Keenan, R.W.² Schmidt, G.³

10
- 0014147826
- (1967) J. Lipid Res. , vol.8 , pp. 621-630
- Vance, D.E.¹ Sweeley, C.C.²

11
- 0001214035
- (1952) J. Pharm. Soc. Jpn. , vol.72 , pp. 142-144
- Oda, T.¹

12
- 0000910185
- (1963) Biochemistry , vol.2 , pp. 389-393
- Carter, H.E.¹ Hendrickson, H.S.²

13
- 14444283860
- (1997) J. Biol. Chem. , vol.272 , pp. 30196-30200
- Dickson, R.C.¹ Nagiec, E.E.² Skrzypek, M.³ Tillman, P.⁴ Wells, G.B.⁵ Lester, R.L.⁶

14
- 0033486326
- (1999) Bioessays , vol.21 , pp. 1004-1010
- Schneiter, R.¹

15
- 0029882597
- (1996) Bioorg. Med. Chem. , vol.4 , pp. 615-619
- Kobayashi, E.¹ Motoki, K.² Yamaguchi, Y.³ Uchida, T.⁴ Fukushima, H.⁵ Koezuka, Y.⁶

16
- 0029554401
- (1995) Oncol. Res. , vol.7 , pp. 529-534
- Kobayashi, E.¹ Motoki, K.² Uchida, T.³ Fukushima, H.⁴ Koezuka, Y.⁵

17
- 0030848122
- (1997) Tetrahedron Lett. , vol.38 , pp. 6027-6030
- Shimizu, M.¹ Wakioka, I.² Fujisawa, T.³

18
- 0030200814
- (1996) Tetrahedron: Asymmetry , vol.7 , pp. 2113-2116
- Yoda, H.¹ Oguchi, T.² Takabe, K.³

19
- 0030527439
- (1996) Chem. Lett. , pp. 185-186
- Murakami, M.¹ Ito, H.² Ito, Y.³

20
- 0030047841
- (1996) Tetrahedron , vol.52 , pp. 2187-2192
- Lin, G.-Q.¹ Shi, Z.-C.²

21
- 0001029743
- (1996) Korean J. Med. Chem. , vol.6 , pp. 339-343
- Bettelli, E.¹ Chinzari, P.² D'Andrea, P.³ Passacantilli, P.⁴ Piancatelli, G.⁵ Topai, A.⁶

22
- 0028998415
- (1995) Tetrahedron Lett , vol.36 , pp. 3875-3876
- Li, Y.-L.¹ Wu, Y.-L.²

23
- 37049079433
- (1995) J. Chem. Soc., Perkin Trans. 1 , pp. 1559-1563
- Li, Y.-L.¹ Mao, X.-H.² Wu, Y.-L.³

24
- 0029560622
- (1995) Carbohydr. Res. , vol.279 , pp. 93-106
- Matsumoto, K.¹ Ebata, T.² Matsushita, H.³

25
- 0027955720
- (1994) Tetrahedron Lett. , vol.35 , pp. 745-748
- Murakami, T.¹ Minamikawa, H.² Hato, M.³

26
- 0027959833
- (1994) Tetrahedron Lett. , vol.35 , pp. 9573-9576
- Kobayashi, S.¹ Hayashi, T.² Kawasuji, T.³

27
- 84988112855
- (1995) Liebigs Ann. Chem. , pp. 755-764
- Wild, R.¹ Schmidt, R.R.²

28
- 0001453699
- (1990) J. Org. Chem. , vol.55 , pp. 1439-1446
- Dondoni, A.¹ Fantin, G.² Fogagnolo, M.³ Pedrini, P.⁴

29
- 84986730929
- (1990) Liebigs Ann. Chem. , pp. 1069-1078
- Sugiyama, S.¹ Honda, M.² Komori, T.³

30
- 0001261472
- (1988) Carbohydr. Res. , vol.174 , pp. 169-179
- Schmidt, R.R.¹ Maier, T.²

31
- 84985240041
- (1988) Liebigs Ann. Chem. , pp. 619-625
- Sugiyama, S.¹ Honda, M.² Komori, T.³

32
- 0034596034
- (2000) J. Org. Chem. , vol.65 , pp. 3538-3541
- Azuma, H.¹ Tamagaki, S.² Ogino, K.³

33
- 0023026183
- (1986) Tetrahedron , vol.42 , pp. 5961-5968
- Mulzer, J.¹ Brand, C.²

34
- 0030799342
- (1997) Angew. Chem., Int. Ed. Engl. , vol.36 , pp. 1483-1486
- Bruncko, M.¹ Schlingloff, G.² Sharpless, K.B.³

35
- 0033576420
- (1999) Org Lett. , vol.1 , pp. 1949-1952
- Morgan, A.J.¹ Masse, C.E.² Panek, J.S.³

36
- 4444276636
- (1994) Chem. Rev. , vol.94 , pp. 2483-2547
- Kolb, H.C.¹ Van Nieuwenhze, M.S.² Sharpless, K.B.³

37
- 0001780886
- (1996) Org. React. , vol.48 , pp. 1-299
- Katsuki, T.¹ Martin, V.²

38
- 0001848341
- (1989) Chem. Rev. , vol.89 , pp. 863-927
- Maryanoff, B.E.¹ Reitz, A.B.²

39
- 0141712450
- (1992) J. Org. Chem. , vol.57 , pp. 2768-2771
- Sharpless, K.B.¹ Amberg, W.² Bennani, Y.L.³ Crispino, G.A.⁴ Hartung, J.⁵ Jeong, K.-S.⁶ Kwong, H.-L.⁷ Morikawa, K.⁸ Wang, Z.-M.⁹ Xu, D.¹⁰ Zhang, X.-L.¹¹

40
- 0007359641
- note

41
- 0000479107
- (1988) Tetrahedron Lett. , vol.29 , pp. 1947-1950
- Takasu, M.¹ Naruse, Y.² Yamamoto, H.³

42
- 49549138922
- (1975) Tetrahedron Lett. , vol.26 , pp. 2647-2650
- Corey, E.J.¹ Suggs, J.W.²

43
- 85082551132
- (1990) Synthesis , pp. 857-870
- Tidwell, T.T.¹

44
- 0003032001
- (1990) Org. React. , vol.39 , pp. 297-572
- Tidwell, T.T.¹

45
- 0001546818
- (1985) J. Org. Chem. , vol.50 , pp. 2624-2626
- Rathke, M.W.¹ Nowak, M.²

46
- 0007359527
- note

47
- 0019780985
- (1981) Tetrahedron , vol.37 , pp. 3873-3888
- Nagaoka, H.¹ Kishi, Y.²

48
- 0007402945
- note

49
- 33750858407
- (1997) Adv. Heterocycl. Chem. , vol.68 , pp. 89-180
- Lohray, B.B.¹ Bhushan, V.²

50
- 0034622871
- (2000) Tetrahedron , vol.56 , pp. 7051-7091
- Byun, H.-S.¹ He, L.² Bittman, R.³

51
- 0033529819
- (1999) J. Org. Chem. , vol.64 , pp. 6049-6055
- He, L.¹ Wanunu, M.² Byun, H.-S.³ Bittman, R.⁴

52
- 2542433188
- (1981) J. Org. Chem. , vol.46 , pp. 3936-3938
- Carlsen, P.H.J.¹ Katsuki, T.² Martin, V.S.³ Sharpless, K.B.⁴

53
- 0001666513
- Encyclopedia of Reagents for Organic Synthesis; Paquette, L.A., Ed.; Wiley: Chichester, U.K.
- (1995) , pp. 4415-4422
- Martin, V.S.¹ Palazon, J.M.² Rodriguez, C.M.³

54
- 4243995308
- (1998) Chem. Rev. , vol.98 , pp. 2607-2624
- Naota, T.¹ Takaya, H.² Murahashi, S.-I.³

55
- 0007359528
- Basic One- and Two-Dimensional NMR Spectroscopy; VCH: Weinheim, Germany, and New York
- (1993) , pp. 87-91
- Friebolin, H.¹

56
- 0007402946
- note

57
- 0000363937
- (1981) Tetrahedron , vol.37 , pp. 437-472
- Gololobov, Y.G.¹ Zhmurova, I.N.² Kasukhin, L.F.³

58
- 0027536464
- (1993) Nat. Cancer Inst. , vol.85 , pp. 402-407
- Schwartz, G.K.¹ Jiang, J.² Kelsen, D.³ Albino, A.P.J.⁴

59
- 0029996139
- (1996) Curr. Opin. Cell Biol. , vol.8 , pp. 159-167
- Spiegel, S.¹ Foster, D.² Kolesnick, R.³

60
- 0025283928
- (1990) Biochim. Biophys. Acta , vol.1044 , pp. 1-12
- Merrill A.H., Jr.¹ Jones, D.D.²

61
- 0000174699
- (1998) J. Org. Chem. , vol.63 , pp. 3979-3985
- Hoffman, R.V.¹ Tao, J.²

62
- 0028364176
- (1994) J. Org. Chem. , vol.59 , pp. 3240-3242
- Solladie-Cavallo, A.¹ Koessler, J.L.²

63
- 0032537678
- (1998) Tetrahedron Lett. , vol.39 , pp. 5199-5200
- Masui, M.¹ Shioiri, T.²

64
- 0028875444
- (1995) J. Org. Chem. , vol.60 , pp. 7388-7389
- Sasai, H.¹ Tokunaga, T.² Watanabe, S.³ Suzuki, T.⁴ Itoh, N.⁵ Shibasaki, M.⁶

65
- 0026776987
- (1992) Chem. Pharm. Bull. , vol.40 , pp. 1154-1165
- Shibuya, H.¹ Kawashima, K.² Narita, N.³ Ikeda, M.⁴ Kitagawa, I.⁵

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