Tropolonyl ethers of saccharides and cyclitol derivatives

Tetrahedron Letters

Volumn 43, Issue 50, 2002, Pages 9217-9220

  Houte, Henri ^a   Valnot, Jean Yves ^a   Piettre, Serge R ^a  

^a UNIVERSITÉ DE ROUEN   (France)

Author keywords

Cyclitol; Ether; Mitsunobu; Saccharide; Tropolone

Indexed keywords

ALCOHOL DERIVATIVE; CARBOHYDRATE DERIVATIVE; ETHER DERIVATIVE;

ALKYLATION; ARTICLE; COMBINATORIAL CHEMISTRY; DEPROTECTION REACTION; MITSUNOBU REACTION; POLYMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0037049183     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)02286-4     Document Type: Article

References (41)

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6. This has generated various efforts towards the total synthesis of natural and unnatural products. See for instance: (a) Yamato, M.; Hasigaki, K.; Kokubu, N.; Tsuruo, N.; Tashiro, T. J. Med. Chem. 1984, 27, 1749-1753; (b) Keith, D. D. Tetrahedron Lett. 1985, 26, 5907-5910; (c) Banwell, M. G.; Cameron, J. M.; Collis, M. P.; Crisp, G. T.; Gable, R. W.; Hamel, E.; Lambert, J. N.; Reum, M. E.; Scoble, M. F. Aust. J. Chem. 1991, 44, 705-728; (d) Boger, D. L.; Takahashi, K. J. Am. Chem. Soc. 1995, 117, 12452-12459; (e) Baldwin, J. E.; Mayweg, A. V. W.; Neumann, K.; Pritchard, G. J. Org. Lett. 1999, 1, 1933-1935; (f) Boger, D. L.; Ichikawa, S.; Jiang, H. J. Am. Chem. Soc. 2000, 122, 12169-12173.
7. This has generated various efforts towards the total synthesis of natural and unnatural products. See for instance: (a) Yamato, M.; Hasigaki, K.; Kokubu, N.; Tsuruo, N.; Tashiro, T. J. Med. Chem. 1984, 27, 1749-1753; (b) Keith, D. D. Tetrahedron Lett. 1985, 26, 5907-5910; (c) Banwell, M. G.; Cameron, J. M.; Collis, M. P.; Crisp, G. T.; Gable, R. W.; Hamel, E.; Lambert, J. N.; Reum, M. E.; Scoble, M. F. Aust. J. Chem. 1991, 44, 705-728; (d) Boger, D. L.; Takahashi, K. J. Am. Chem. Soc. 1995, 117, 12452-12459; (e) Baldwin, J. E.; Mayweg, A. V. W.; Neumann, K.; Pritchard, G. J. Org. Lett. 1999, 1, 1933-1935; (f) Boger, D. L.; Ichikawa, S.; Jiang, H. J. Am. Chem. Soc. 2000, 122, 12169-12173.
8. This has generated various efforts towards the total synthesis of natural and unnatural products. See for instance: (a) Yamato, M.; Hasigaki, K.; Kokubu, N.; Tsuruo, N.; Tashiro, T. J. Med. Chem. 1984, 27, 1749-1753; (b) Keith, D. D. Tetrahedron Lett. 1985, 26, 5907-5910; (c) Banwell, M. G.; Cameron, J. M.; Collis, M. P.; Crisp, G. T.; Gable, R. W.; Hamel, E.; Lambert, J. N.; Reum, M. E.; Scoble, M. F. Aust. J. Chem. 1991, 44, 705-728; (d) Boger, D. L.; Takahashi, K. J. Am. Chem. Soc. 1995, 117, 12452-12459; (e) Baldwin, J. E.; Mayweg, A. V. W.; Neumann, K.; Pritchard, G. J. Org. Lett. 1999, 1, 1933-1935; (f) Boger, D. L.; Ichikawa, S.; Jiang, H. J. Am. Chem. Soc. 2000, 122, 12169-12173.
9. This has generated various efforts towards the total synthesis of natural and unnatural products. See for instance: (a) Yamato, M.; Hasigaki, K.; Kokubu, N.; Tsuruo, N.; Tashiro, T. J. Med. Chem. 1984, 27, 1749-1753; (b) Keith, D. D. Tetrahedron Lett. 1985, 26, 5907-5910; (c) Banwell, M. G.; Cameron, J. M.; Collis, M. P.; Crisp, G. T.; Gable, R. W.; Hamel, E.; Lambert, J. N.; Reum, M. E.; Scoble, M. F. Aust. J. Chem. 1991, 44, 705-728; (d) Boger, D. L.; Takahashi, K. J. Am. Chem. Soc. 1995, 117, 12452-12459; (e) Baldwin, J. E.; Mayweg, A. V. W.; Neumann, K.; Pritchard, G. J. Org. Lett. 1999, 1, 1933-1935; (f) Boger, D. L.; Ichikawa, S.; Jiang, H. J. Am. Chem. Soc. 2000, 122, 12169-12173.
10. This has generated various efforts towards the total synthesis of natural and unnatural products. See for instance: (a) Yamato, M.; Hasigaki, K.; Kokubu, N.; Tsuruo, N.; Tashiro, T. J. Med. Chem. 1984, 27, 1749-1753; (b) Keith, D. D. Tetrahedron Lett. 1985, 26, 5907-5910; (c) Banwell, M. G.; Cameron, J. M.; Collis, M. P.; Crisp, G. T.; Gable, R. W.; Hamel, E.; Lambert, J. N.; Reum, M. E.; Scoble, M. F. Aust. J. Chem. 1991, 44, 705-728; (d) Boger, D. L.; Takahashi, K. J. Am. Chem. Soc. 1995, 117, 12452-12459; (e) Baldwin, J. E.; Mayweg, A. V. W.; Neumann, K.; Pritchard, G. J. Org. Lett. 1999, 1, 1933-1935; (f) Boger, D. L.; Ichikawa, S.; Jiang, H. J. Am. Chem. Soc. 2000, 122, 12169-12173.
11. This has generated various efforts towards the total synthesis of natural and unnatural products. See for instance: (a) Yamato, M.; Hasigaki, K.; Kokubu, N.; Tsuruo, N.; Tashiro, T. J. Med. Chem. 1984, 27, 1749-1753; (b) Keith, D. D. Tetrahedron Lett. 1985, 26, 5907-5910; (c) Banwell, M. G.; Cameron, J. M.; Collis, M. P.; Crisp, G. T.; Gable, R. W.; Hamel, E.; Lambert, J. N.; Reum, M. E.; Scoble, M. F. Aust. J. Chem. 1991, 44, 705-728; (d) Boger, D. L.; Takahashi, K. J. Am. Chem. Soc. 1995, 117, 12452-12459; (e) Baldwin, J. E.; Mayweg, A. V. W.; Neumann, K.; Pritchard, G. J. Org. Lett. 1999, 1, 1933-1935; (f) Boger, D. L.; Ichikawa, S.; Jiang, H. J. Am. Chem. Soc. 2000, 122, 12169-12173.
12. Piettre S.R., Hoflack J., Ganzhorn A., Islam K., Hornsperger J.-M. J. Am. Chem. Soc. 119:1997;3201-3204.
13. Piettre S.R., André C., Chanal M.-C., Ducep J.-B., Lesur B., Piriou F., Raboisson P., Schelcher C., Zimmermann P., Ganzhorn A. J. Med. Chem. 40:1997;4208-4221.
14. Substitution reactions of simple or activated halogens by tropolones under basic conditions: (a) Harrison, R. M.; Hobson, J. D. J. Chem. Soc., Perkin Trans. 1 1973, 1958-1960; (b) Harrison, R. M.; Hobson, J. D.; Midgley, A. W. J. Chem. Soc., Perkin Trans. 1 1976, 2403-2407; (c) Takeshita, H.; Mametsuka, H.; Matsuo, N. Bull. Chem. Soc. Jpn. 1982, 55, 1137-1139. (d) Bass, R. J.; Cordon, D. W. Synth. Commun. 1985, 15, 225-228; (e) Takeshita, H.; Mori, A.; Suizu, H. Bull. Chem. Soc. Jpn. 1987, 60, 1429-1432; (f) Mori, A.; Goto, Y.; Takeshita, H. Bull. Chem. Soc. Jpn. 1987, 60, 2497-2501; (g) Nakamura, A.; Kubo, K.; Ikeda, Y.; Mori, H.; Takeshita, H. Bull. Chem. Soc. Jpn. 1994, 67, 2803-2807; (h) Zong-Wen, L.; Zhi-Hong, L.; Zhong-Tian, J.; Imafuku, K. Biosci. Biotech. Biochem. 1996, 60, 2095-2096; (i) Tamburlin-Thumin, I.; Crozet, M. P.; Barrière, J.-C. Synthesis 1999, 1149-1154.
15. Substitution reactions of simple or activated halogens by tropolones under basic conditions: (a) Harrison, R. M.; Hobson, J. D. J. Chem. Soc., Perkin Trans. 1 1973, 1958-1960; (b) Harrison, R. M.; Hobson, J. D.; Midgley, A. W. J. Chem. Soc., Perkin Trans. 1 1976, 2403-2407; (c) Takeshita, H.; Mametsuka, H.; Matsuo, N. Bull. Chem. Soc. Jpn. 1982, 55, 1137-1139. (d) Bass, R. J.; Cordon, D. W. Synth. Commun. 1985, 15, 225-228; (e) Takeshita, H.; Mori, A.; Suizu, H. Bull. Chem. Soc. Jpn. 1987, 60, 1429-1432; (f) Mori, A.; Goto, Y.; Takeshita, H. Bull. Chem. Soc. Jpn. 1987, 60, 2497-2501; (g) Nakamura, A.; Kubo, K.; Ikeda, Y.; Mori, H.; Takeshita, H. Bull. Chem. Soc. Jpn. 1994, 67, 2803-2807; (h) Zong-Wen, L.; Zhi-Hong, L.; Zhong-Tian, J.; Imafuku, K. Biosci. Biotech. Biochem. 1996, 60, 2095-2096; (i) Tamburlin-Thumin, I.; Crozet, M. P.; Barrière, J.-C. Synthesis 1999, 1149-1154.
16. Substitution reactions of simple or activated halogens by tropolones under basic conditions: (a) Harrison, R. M.; Hobson, J. D. J. Chem. Soc., Perkin Trans. 1 1973, 1958-1960; (b) Harrison, R. M.; Hobson, J. D.; Midgley, A. W. J. Chem. Soc., Perkin Trans. 1 1976, 2403-2407; (c) Takeshita, H.; Mametsuka, H.; Matsuo, N. Bull. Chem. Soc. Jpn. 1982, 55, 1137-1139. (d) Bass, R. J.; Cordon, D. W. Synth. Commun. 1985, 15, 225-228; (e) Takeshita, H.; Mori, A.; Suizu, H. Bull. Chem. Soc. Jpn. 1987, 60, 1429-1432; (f) Mori, A.; Goto, Y.; Takeshita, H. Bull. Chem. Soc. Jpn. 1987, 60, 2497-2501; (g) Nakamura, A.; Kubo, K.; Ikeda, Y.; Mori, H.; Takeshita, H. Bull. Chem. Soc. Jpn. 1994, 67, 2803-2807; (h) Zong-Wen, L.; Zhi-Hong, L.; Zhong-Tian, J.; Imafuku, K. Biosci. Biotech. Biochem. 1996, 60, 2095-2096; (i) Tamburlin-Thumin, I.; Crozet, M. P.; Barrière, J.-C. Synthesis 1999, 1149-1154.
17. Substitution reactions of simple or activated halogens by tropolones under basic conditions: (a) Harrison, R. M.; Hobson, J. D. J. Chem. Soc., Perkin Trans. 1 1973, 1958-1960; (b) Harrison, R. M.; Hobson, J. D.; Midgley, A. W. J. Chem. Soc., Perkin Trans. 1 1976, 2403-2407; (c) Takeshita, H.; Mametsuka, H.; Matsuo, N. Bull. Chem. Soc. Jpn. 1982, 55, 1137-1139. (d) Bass, R. J.; Cordon, D. W. Synth. Commun. 1985, 15, 225-228; (e) Takeshita, H.; Mori, A.; Suizu, H. Bull. Chem. Soc. Jpn. 1987, 60, 1429-1432; (f) Mori, A.; Goto, Y.; Takeshita, H. Bull. Chem. Soc. Jpn. 1987, 60, 2497-2501; (g) Nakamura, A.; Kubo, K.; Ikeda, Y.; Mori, H.; Takeshita, H. Bull. Chem. Soc. Jpn. 1994, 67, 2803-2807; (h) Zong-Wen, L.; Zhi-Hong, L.; Zhong-Tian, J.; Imafuku, K. Biosci. Biotech. Biochem. 1996, 60, 2095-2096; (i) Tamburlin-Thumin, I.; Crozet, M. P.; Barrière, J.-C. Synthesis 1999, 1149-1154.
18. Substitution reactions of simple or activated halogens by tropolones under basic conditions: (a) Harrison, R. M.; Hobson, J. D. J. Chem. Soc., Perkin Trans. 1 1973, 1958-1960; (b) Harrison, R. M.; Hobson, J. D.; Midgley, A. W. J. Chem. Soc., Perkin Trans. 1 1976, 2403-2407; (c) Takeshita, H.; Mametsuka, H.; Matsuo, N. Bull. Chem. Soc. Jpn. 1982, 55, 1137-1139. (d) Bass, R. J.; Cordon, D. W. Synth. Commun. 1985, 15, 225-228; (e) Takeshita, H.; Mori, A.; Suizu, H. Bull. Chem. Soc. Jpn. 1987, 60, 1429-1432; (f) Mori, A.; Goto, Y.; Takeshita, H. Bull. Chem. Soc. Jpn. 1987, 60, 2497-2501; (g) Nakamura, A.; Kubo, K.; Ikeda, Y.; Mori, H.; Takeshita, H. Bull. Chem. Soc. Jpn. 1994, 67, 2803-2807; (h) Zong-Wen, L.; Zhi-Hong, L.; Zhong-Tian, J.; Imafuku, K. Biosci. Biotech. Biochem. 1996, 60, 2095-2096; (i) Tamburlin-Thumin, I.; Crozet, M. P.; Barrière, J.-C. Synthesis 1999, 1149-1154.
19. Substitution reactions of simple or activated halogens by tropolones under basic conditions: (a) Harrison, R. M.; Hobson, J. D. J. Chem. Soc., Perkin Trans. 1 1973, 1958-1960; (b) Harrison, R. M.; Hobson, J. D.; Midgley, A. W. J. Chem. Soc., Perkin Trans. 1 1976, 2403-2407; (c) Takeshita, H.; Mametsuka, H.; Matsuo, N. Bull. Chem. Soc. Jpn. 1982, 55, 1137-1139. (d) Bass, R. J.; Cordon, D. W. Synth. Commun. 1985, 15, 225-228; (e) Takeshita, H.; Mori, A.; Suizu, H. Bull. Chem. Soc. Jpn. 1987, 60, 1429-1432; (f) Mori, A.; Goto, Y.; Takeshita, H. Bull. Chem. Soc. Jpn. 1987, 60, 2497-2501; (g) Nakamura, A.; Kubo, K.; Ikeda, Y.; Mori, H.; Takeshita, H. Bull. Chem. Soc. Jpn. 1994, 67, 2803-2807; (h) Zong-Wen, L.; Zhi-Hong, L.; Zhong-Tian, J.; Imafuku, K. Biosci. Biotech. Biochem. 1996, 60, 2095-2096; (i) Tamburlin-Thumin, I.; Crozet, M. P.; Barrière, J.-C. Synthesis 1999, 1149-1154.
20. Substitution reactions of simple or activated halogens by tropolones under basic conditions: (a) Harrison, R. M.; Hobson, J. D. J. Chem. Soc., Perkin Trans. 1 1973, 1958-1960; (b) Harrison, R. M.; Hobson, J. D.; Midgley, A. W. J. Chem. Soc., Perkin Trans. 1 1976, 2403-2407; (c) Takeshita, H.; Mametsuka, H.; Matsuo, N. Bull. Chem. Soc. Jpn. 1982, 55, 1137-1139. (d) Bass, R. J.; Cordon, D. W. Synth. Commun. 1985, 15, 225-228; (e) Takeshita, H.; Mori, A.; Suizu, H. Bull. Chem. Soc. Jpn. 1987, 60, 1429-1432; (f) Mori, A.; Goto, Y.; Takeshita, H. Bull. Chem. Soc. Jpn. 1987, 60, 2497-2501; (g) Nakamura, A.; Kubo, K.; Ikeda, Y.; Mori, H.; Takeshita, H. Bull. Chem. Soc. Jpn. 1994, 67, 2803-2807; (h) Zong-Wen, L.; Zhi-Hong, L.; Zhong-Tian, J.; Imafuku, K. Biosci. Biotech. Biochem. 1996, 60, 2095-2096; (i) Tamburlin-Thumin, I.; Crozet, M. P.; Barrière, J.-C. Synthesis 1999, 1149-1154.
21. Substitution reactions of simple or activated halogens by tropolones under basic conditions: (a) Harrison, R. M.; Hobson, J. D. J. Chem. Soc., Perkin Trans. 1 1973, 1958-1960; (b) Harrison, R. M.; Hobson, J. D.; Midgley, A. W. J. Chem. Soc., Perkin Trans. 1 1976, 2403-2407; (c) Takeshita, H.; Mametsuka, H.; Matsuo, N. Bull. Chem. Soc. Jpn. 1982, 55, 1137-1139. (d) Bass, R. J.; Cordon, D. W. Synth. Commun. 1985, 15, 225-228; (e) Takeshita, H.; Mori, A.; Suizu, H. Bull. Chem. Soc. Jpn. 1987, 60, 1429-1432; (f) Mori, A.; Goto, Y.; Takeshita, H. Bull. Chem. Soc. Jpn. 1987, 60, 2497-2501; (g) Nakamura, A.; Kubo, K.; Ikeda, Y.; Mori, H.; Takeshita, H. Bull. Chem. Soc. Jpn. 1994, 67, 2803-2807; (h) Zong-Wen, L.; Zhi-Hong, L.; Zhong-Tian, J.; Imafuku, K. Biosci. Biotech. Biochem. 1996, 60, 2095-2096; (i) Tamburlin-Thumin, I.; Crozet, M. P.; Barrière, J.-C. Synthesis 1999, 1149-1154.
22. Substitution reactions of simple or activated halogens by tropolones under basic conditions: (a) Harrison, R. M.; Hobson, J. D. J. Chem. Soc., Perkin Trans. 1 1973, 1958-1960; (b) Harrison, R. M.; Hobson, J. D.; Midgley, A. W. J. Chem. Soc., Perkin Trans. 1 1976, 2403-2407; (c) Takeshita, H.; Mametsuka, H.; Matsuo, N. Bull. Chem. Soc. Jpn. 1982, 55, 1137-1139. (d) Bass, R. J.; Cordon, D. W. Synth. Commun. 1985, 15, 225-228; (e) Takeshita, H.; Mori, A.; Suizu, H. Bull. Chem. Soc. Jpn. 1987, 60, 1429-1432; (f) Mori, A.; Goto, Y.; Takeshita, H. Bull. Chem. Soc. Jpn. 1987, 60, 2497-2501; (g) Nakamura, A.; Kubo, K.; Ikeda, Y.; Mori, H.; Takeshita, H. Bull. Chem. Soc. Jpn. 1994, 67, 2803-2807; (h) Zong-Wen, L.; Zhi-Hong, L.; Zhong-Tian, J.; Imafuku, K. Biosci. Biotech. Biochem. 1996, 60, 2095-2096; (i) Tamburlin-Thumin, I.; Crozet, M. P.; Barrière, J.-C. Synthesis 1999, 1149-1154.
23. Substitution reactions of a tropolonyl halide by an alcoholate: (a) Takase, K. Bull. Chem. Soc. Jpn. 1964, 37, 1288-1292; (b) Takase, K. Bull. Chem. Soc. Jpn. 1964, 37, 1295-1297; (c) Harrison, R. M.; Hobson, J. D. J. Chem. Soc., Perkin Trans. 1 1973, 1958-1960; (d) Pietra, F. J. Chem. Soc., Chem. Commun. 1974, 544-545; (e) Cabrino, R.; Cavazza, M.; Pietra, F. J. Chem. Soc., Chem. Commun. 1976, 721-722; (f) Cavazza, M.; Cabrino, R. Synthesis 1977, 298-299.
24. Substitution reactions of a tropolonyl halide by an alcoholate: (a) Takase, K. Bull. Chem. Soc. Jpn. 1964, 37, 1288-1292; (b) Takase, K. Bull. Chem. Soc. Jpn. 1964, 37, 1295-1297; (c) Harrison, R. M.; Hobson, J. D. J. Chem. Soc., Perkin Trans. 1 1973, 1958-1960; (d) Pietra, F. J. Chem. Soc., Chem. Commun. 1974, 544-545; (e) Cabrino, R.; Cavazza, M.; Pietra, F. J. Chem. Soc., Chem. Commun. 1976, 721-722; (f) Cavazza, M.; Cabrino, R. Synthesis 1977, 298-299.
25. Substitution reactions of a tropolonyl halide by an alcoholate: (a) Takase, K. Bull. Chem. Soc. Jpn. 1964, 37, 1288-1292; (b) Takase, K. Bull. Chem. Soc. Jpn. 1964, 37, 1295-1297; (c) Harrison, R. M.; Hobson, J. D. J. Chem. Soc., Perkin Trans. 1 1973, 1958-1960; (d) Pietra, F. J. Chem. Soc., Chem. Commun. 1974, 544-545; (e) Cabrino, R.; Cavazza, M.; Pietra, F. J. Chem. Soc., Chem. Commun. 1976, 721-722; (f) Cavazza, M.; Cabrino, R. Synthesis 1977, 298-299.
26. Substitution reactions of a tropolonyl halide by an alcoholate: (a) Takase, K. Bull. Chem. Soc. Jpn. 1964, 37, 1288-1292; (b) Takase, K. Bull. Chem. Soc. Jpn. 1964, 37, 1295-1297; (c) Harrison, R. M.; Hobson, J. D. J. Chem. Soc., Perkin Trans. 1 1973, 1958-1960; (d) Pietra, F. J. Chem. Soc., Chem. Commun. 1974, 544-545; (e) Cabrino, R.; Cavazza, M.; Pietra, F. J. Chem. Soc., Chem. Commun. 1976, 721-722; (f) Cavazza, M.; Cabrino, R. Synthesis 1977, 298-299.
27. Substitution reactions of a tropolonyl halide by an alcoholate: (a) Takase, K. Bull. Chem. Soc. Jpn. 1964, 37, 1288-1292; (b) Takase, K. Bull. Chem. Soc. Jpn. 1964, 37, 1295-1297; (c) Harrison, R. M.; Hobson, J. D. J. Chem. Soc., Perkin Trans. 1 1973, 1958-1960; (d) Pietra, F. J. Chem. Soc., Chem. Commun. 1974, 544-545; (e) Cabrino, R.; Cavazza, M.; Pietra, F. J. Chem. Soc., Chem. Commun. 1976, 721-722; (f) Cavazza, M.; Cabrino, R. Synthesis 1977, 298-299.
28. Substitution reactions of a tropolonyl halide by an alcoholate: (a) Takase, K. Bull. Chem. Soc. Jpn. 1964, 37, 1288-1292; (b) Takase, K. Bull. Chem. Soc. Jpn. 1964, 37, 1295-1297; (c) Harrison, R. M.; Hobson, J. D. J. Chem. Soc., Perkin Trans. 1 1973, 1958-1960; (d) Pietra, F. J. Chem. Soc., Chem. Commun. 1974, 544-545; (e) Cabrino, R.; Cavazza, M.; Pietra, F. J. Chem. Soc., Chem. Commun. 1976, 721-722; (f) Cavazza, M.; Cabrino, R. Synthesis 1977, 298-299.
29. Condensation reactions: (a) Takeshita, H.; Mametsuka, H. J. Can. Chem. 1984, 2035-2040; (b) Takeshita, H.; Mametsuka, H.; Motomura, H. J. Heterocyclic Chem. 1986, 23, 1211-1214.
30. Condensation reactions: (a) Takeshita, H.; Mametsuka, H. J. Can. Chem. 1984, 2035-2040; (b) Takeshita, H.; Mametsuka, H.; Motomura, H. J. Heterocyclic Chem. 1986, 23, 1211-1214.
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37. 1H NMR spectrometry).
38. 1H NMR spectra data fully support a complete inversion of configuration.
39. A 1:1 mixture of diastereomeric alcohols 9o was converted into a 1:1 mixture of tropolonyl ethers 10o.
40. Bis-O-alkylated (di)hydroxytropolones might thus also constitue useful analogues of diesterified phosphates.
41. 7: C, 57.87; H, 4.72. Found C, 57.95; H, 4.68.