-
1
-
-
0030499427
-
-
1. Hubieki, M. P.; Gandour, R. D.; Ashendel, C. L. J. Org. Chem. 1996, 61, 9379-9384.
-
(1996)
J. Org. Chem.
, vol.61
, pp. 9379-9384
-
-
Hubieki, M.P.1
Gandour, R.D.2
Ashendel, C.L.3
-
4
-
-
0343341049
-
-
4. Zhang W.; Loebach, J. L.; Wilson, S. R.; Jacobsen, E. N. J. Am. Chem. Soc. 1991, 112, 2801-2803.
-
(1991)
J. Am. Chem. Soc.
, vol.112
, pp. 2801-2803
-
-
Zhang, W.1
Loebach, J.L.2
Wilson, S.R.3
Jacobsen, E.N.4
-
5
-
-
0000091929
-
-
5. Solladié, G.; Demailly, G.; Greck, C. Tetrahedron Lett. 1985, 26, 435-438.
-
(1985)
Tetrahedron Lett.
, vol.26
, pp. 435-438
-
-
Solladié, G.1
Demailly, G.2
Greck, C.3
-
10
-
-
4444276636
-
-
10. Kolb, H. C.; VanNieuwenhze, M. S.; Sharpless, K. B. Chem. Rev. 1994, 94, 2483-2547.
-
(1994)
Chem. Rev.
, vol.94
, pp. 2483-2547
-
-
Kolb, H.C.1
VanNieuwenhze, M.S.2
Sharpless, K.B.3
-
12
-
-
0010421516
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-
note
-
12. In our hands, the following reactions produced moderate to poor results: Sharpless asymmetric epoxidation and asymmetric dihydroxylation of 1-heptadecene (ee<80%); lipase PS-30 catalyzed acetylation of 1-bromo-2-hydroxyhexa-and octadecane (ee<60%); chiral reduction of 1-bromooctadecan-2-one with DIP-Cl (ee<20%). Attachment of a long chain to an enantiopure glycerol equivalent via nucleophilic displacement gave no or low yield of the desired products. The literature contains many examples of Wittig homologation of glyceraldehyde derived from D-mannitol and L-ascorbic acid to introduce a long chain.
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-
-
-
13
-
-
0030860279
-
-
13. Tokunaga, M.; Larrow, J. F.; Kakiuchi, F.; Jacobsen, E. N. Science, 1997, 277, 936-938.
-
(1997)
Science
, vol.277
, pp. 936-938
-
-
Tokunaga, M.1
Larrow, J.F.2
Kakiuchi, F.3
Jacobsen, E.N.4
-
14
-
-
0000330502
-
-
14. Kakeya, H.; Sakai, N.; Sugai, T.; Ohta, H. Agric. Biol. Chem. 1991, 55, 1877-1881.
-
(1991)
Agric. Biol. Chem.
, vol.55
, pp. 1877-1881
-
-
Kakeya, H.1
Sakai, N.2
Sugai, T.3
Ohta, H.4
-
16
-
-
0000178458
-
-
16. Chattopadhyay, S.; Mamdapur, V. R.; Chadha, M. S. Tetrahedron 1990, 46, 3667-3672.
-
(1990)
Tetrahedron
, vol.46
, pp. 3667-3672
-
-
Chattopadhyay, S.1
Mamdapur, V.R.2
Chadha, M.S.3
-
21
-
-
0020370132
-
-
21. Masaoka, Y.; Sakakibara, M.; Mori, K. Agric. Biol. Chem. 1982, 46, 2319-2324.
-
(1982)
Agric. Biol. Chem.
, vol.46
, pp. 2319-2324
-
-
Masaoka, Y.1
Sakakibara, M.2
Mori, K.3
-
22
-
-
0029922842
-
-
22. Baskaran, S.; Baig, M. H. A.; Banerjee, S.; Baskaran, C.; Bhanu, K.; Deshpande, S. P.; Trivedi, K. T. Tetrahedron 1996, 52, 6437-6452.
-
(1996)
Tetrahedron
, vol.52
, pp. 6437-6452
-
-
Baskaran, S.1
Baig, M.H.A.2
Banerjee, S.3
Baskaran, C.4
Bhanu, K.5
Deshpande, S.P.6
Trivedi, K.T.7
-
25
-
-
0000226627
-
-
25. Nohira, H.; Nakamura, S.; Kamei, M. Mol. Cryst. Liq. Cryst. 1990, 180, 379-388.
-
(1990)
Mol. Cryst. Liq. Cryst.
, vol.180
, pp. 379-388
-
-
Nohira, H.1
Nakamura, S.2
Kamei, M.3
-
26
-
-
0002958211
-
-
26. Takaki, K.; Tanaka, S.; Beppu, F.; Tsubaki, Y.; Fujiwara, Y. Chem. Lett. 1990, 1427-1430.
-
(1990)
Chem. Lett.
, pp. 1427-1430
-
-
Takaki, K.1
Tanaka, S.2
Beppu, F.3
Tsubaki, Y.4
Fujiwara, Y.5
-
27
-
-
0010463567
-
-
27. Toshimitsu, A.; Hirosawa, C.; Tanimoto, S. Tetrahedron Lett. 1991, 32, 4311-4320.
-
(1991)
Tetrahedron Lett.
, vol.32
, pp. 4311-4320
-
-
Toshimitsu, A.1
Hirosawa, C.2
Tanimoto, S.3
-
28
-
-
0010500815
-
-
28. Kusumoto, T.; Sato, K.; Hiyama, T.; Takehara, S.; Ito, K. Chem. Lett. 1995, 537-538.
-
(1995)
Chem. Lett.
, pp. 537-538
-
-
Kusumoto, T.1
Sato, K.2
Hiyama, T.3
Takehara, S.4
Ito, K.5
-
29
-
-
0010419954
-
-
3 by oxidation of eicosene with 3-chloroperoxybenzoic acid in 87% yield (Muzart, J.; Riahi, A. J. Organomet. Chem. 1992, 433, 323-336).
-
(1992)
J. Organomet. Chem.
, vol.433
, pp. 323-336
-
-
Muzart, J.1
Riahi, A.2
-
30
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0010421371
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note
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30. Catalysts (Aldrich Chemical Co. catalogue numbers for R,R-: 47,459-2 and for S,S-: 47,460-6) were used as received.
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31
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0010420952
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note
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13C NMR spectra. (R)-and (5)-2-Tetradecyl-, -2-hexadecyl-, and -2-octadecyloxiranes were isolated as low melting waxy solids, mp <36 EC.
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33
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0010503237
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note
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31
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35
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0010501273
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note
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19F NMR -72.67.
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36
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0025339994
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36. Ohta, H.; Matsumoto, S.; Sugai, T. Tetrahedron Lett. 1990, 31, 2895-2898.
-
(1990)
Tetrahedron Lett.
, vol.31
, pp. 2895-2898
-
-
Ohta, H.1
Matsumoto, S.2
Sugai, T.3
-
37
-
-
0030605921
-
-
37. Jacoby, C.; Braekman, J.-C; Daloze, D. Tetrahedron 1996, 52, 10473-10484.
-
(1996)
Tetrahedron
, vol.52
, pp. 10473-10484
-
-
Jacoby, C.1
Braekman, J.-C.2
Daloze, D.3
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