Synthesis of fluorous acetal derivatives of aldehydes and ketones

Tetrahedron Letters

Volumn 44, Issue 37, 2003, Pages 7045-7047

  Read, Roger W ^a   Zhang, Chutian ^a  

^a UNIVERSITY OF NEW SOUTH WALES   (Australia)

Author keywords

1,3 dioxanes; Acetals; Fluorous chemistry; Ketals; Protecting groups; Tagging agents

Indexed keywords

ACETAL DERIVATIVE; ALDEHYDE DERIVATIVE; ALKANEDIOL DERIVATIVE; CARBONYL DERIVATIVE; KETONE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; DIASTEREOISOMER; SYNTHESIS;

EID: 0042021434     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)01755-6     Document Type: Article

References (11)

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2. Fluorous tagging strategies: (a) Hováth, I. T.; Rabai, J. Science 1994, 266, 72-75; (b) Horváth, I. T. Acc. Chem. Res. 1998, 31, 641-650; (c) Gladysz, J. A. Science 1994, 266, 55-56; (d) Curran, D. P. Angew. Chem., Int. Ed. Engl. 1998, 37, 1174; (e) Curran, D. P. Chemtracts Organic Chemistry 1996, 75-87; (f) Studer, A.; Hadida, S.; Ferritto, R.; Kim, S.-Y.; Jeger, P.; Wipf, P.; Curran, D. P. Science 1997, 275, 823-826.
3. Fluorous tagging strategies: (a) Hováth, I. T.; Rabai, J. Science 1994, 266, 72-75; (b) Horváth, I. T. Acc. Chem. Res. 1998, 31, 641-650; (c) Gladysz, J. A. Science 1994, 266, 55-56; (d) Curran, D. P. Angew. Chem., Int. Ed. Engl. 1998, 37, 1174; (e) Curran, D. P. Chemtracts Organic Chemistry 1996, 75-87; (f) Studer, A.; Hadida, S.; Ferritto, R.; Kim, S.-Y.; Jeger, P.; Wipf, P.; Curran, D. P. Science 1997, 275, 823-826.
4. Fluorous tagging strategies: (a) Hováth, I. T.; Rabai, J. Science 1994, 266, 72-75; (b) Horváth, I. T. Acc. Chem. Res. 1998, 31, 641-650; (c) Gladysz, J. A. Science 1994, 266, 55-56; (d) Curran, D. P. Angew. Chem., Int. Ed. Engl. 1998, 37, 1174; (e) Curran, D. P. Chemtracts Organic Chemistry 1996, 75-87; (f) Studer, A.; Hadida, S.; Ferritto, R.; Kim, S.-Y.; Jeger, P.; Wipf, P.; Curran, D. P. Science 1997, 275, 823-826.
5. Fluorous tagging strategies: (a) Hováth, I. T.; Rabai, J. Science 1994, 266, 72-75; (b) Horváth, I. T. Acc. Chem. Res. 1998, 31, 641-650; (c) Gladysz, J. A. Science 1994, 266, 55-56; (d) Curran, D. P. Angew. Chem., Int. Ed. Engl. 1998, 37, 1174; (e) Curran, D. P. Chemtracts Organic Chemistry 1996, 75-87; (f) Studer, A.; Hadida, S.; Ferritto, R.; Kim, S.-Y.; Jeger, P.; Wipf, P.; Curran, D. P. Science 1997, 275, 823-826.
6. Fluorous tagging strategies: (a) Hováth, I. T.; Rabai, J. Science 1994, 266, 72-75; (b) Horváth, I. T. Acc. Chem. Res. 1998, 31, 641-650; (c) Gladysz, J. A. Science 1994, 266, 55-56; (d) Curran, D. P. Angew. Chem., Int. Ed. Engl. 1998, 37, 1174; (e) Curran, D. P. Chemtracts Organic Chemistry 1996, 75-87; (f) Studer, A.; Hadida, S.; Ferritto, R.; Kim, S.-Y.; Jeger, P.; Wipf, P.; Curran, D. P. Science 1997, 275, 823-826.
7. Fluorous tagging strategies: (a) Hováth, I. T.; Rabai, J. Science 1994, 266, 72-75; (b) Horváth, I. T. Acc. Chem. Res. 1998, 31, 641-650; (c) Gladysz, J. A. Science 1994, 266, 55-56; (d) Curran, D. P. Angew. Chem., Int. Ed. Engl. 1998, 37, 1174; (e) Curran, D. P. Chemtracts Organic Chemistry 1996, 75-87; (f) Studer, A.; Hadida, S.; Ferritto, R.; Kim, S.-Y.; Jeger, P.; Wipf, P.; Curran, D. P. Science 1997, 275, 823-826.
8. Curran D.P. Synlett. 2001;1488-1496.
9. Smeltz, K. C. Fluorinated alcohols US Patent 3,478,116, 1969, 9pp (Chem. Abstr., 1970, 72, 33199m) Smeltz, K. C. Fluorinated polyesters US Patent 3,504,016, 1970, 8pp Thayer, G. L. Polycarbonates of perfluoroalkyl terminated alkyl 1,3 propoanediols US Patent 3,510,458, 1970, 8pp Smeltz, K. C. Fluorinated polyurethanes for oil and waterproofing textiles US Patent 3,547,894, 1970, 5pp Smeltz, K. C. Fluorinated acids and esters US Patent 3,578,701, 1971, 9pp Read R. W. Fluorous Acetalation, Int. Patent Appl. PCT/AU03/00218, 2003, 76pp.
10. abstract
11. March J. Organic Chemistry. 5th ed. 1998;879-881 Wiley, New York.