Asymmetric Reductions. XIV. Reductions of Phenyl Trimethylsilyl Ketone and Phenyl Triphenylsilyl Ketone and Configurational Studies on the Corresponding Carbinols

Journal of Organic Chemistry

Volumn 36, Issue 21, 1971, Pages 3168-3177

  Bieenbatjm, Michael S ^a   Mosheb, Habby S ^a  

^a STANFORD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0006342257     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00820a020     Document Type: Article

References (36)

1. D. M. Feigl and H. S. Mosher, J. Org. Chem., 33, 4245 (1968).
2. M. Biernbaum and H. S. Mosher, Tetrahedron Lett., 5789 (1968).
3. A. G. Brook, M. A. Quigley, G. J. D. Peddle, N. V. Schwartz, and C. M. Warner, J. Amer. Chem. Soc., 82, 5102 (1960).
4. A. G. Brook, J. Amer. Chem. Soc., 79, 4373 (1957).
5. R. C. Fuson and P. E. Wiegert, J. Amer. Chem. Soc., 77, 1138 (1955).
6. H. Book, H. Alt, and H. Seidl, J. Amer. Chem. Soc., 91, 355 (1969), and references cited therein.
7. O. Červinka and L. Hub, Z. Chem., 9, 267 (1969).
8. D. R. Clark and H. S. Mosher, J. Org. Chem., 35, 1114 (1970).
9. V. Prelog, E. Philbin, E. Watanabe, and M. Wilhelm, Helv. Chim. Acta, 39, 1086 (1956).
10. A. Fredga, “The Svedberg Memorial Volume,” A. Tiselius and K. O. Pederson, Ed., Almquist and Wiksells, Uppsala, Sweden, 1944, pp 261–273.
11. K. Freudenberg, “Stereochemie,” Franz Deuticke, Lepizig and Vienna, 1933, p 677.
12. A. Horeau and H. B. Kagan, Tetrahedron, 20, 2432 (1964).
13. A. B. Brook, C. M. Warner, and W. W. Limburg, Can. J. Chem., 11, 1231 (1967)].
14. H. S. Mosher, J. Amer. Chem. Soc., in press).
15. K. T. Black and H. Hope, J. Amer. Chem. Soc., 93, 3054 (1971).
16. M. Raban and K. Mislow, Top. Stereochem., 2, 199 (1967).
17. J. A. Dale, D. L. Dull, and H. S. Mosher, J. Org. Chem., 34, 2543 (1969).
18. J. S. Birtwistle, K. Lee, J. D. Morrison, W. A. Sanderson, and H. S. Mosher, J. Org. Chem., 29, 37 (1964).
19. R. MacLeod, F. J. Weleh, and H. S. Mosher, J. Amer. Chem. Soc., 82, 876 (1960).
20. M. Yokoi, Bull. Chem. Soc. Jap., 30, 100 (1957).
21. H. T. Sumsion and D. McLachlan, Acta Crystallogr., 3, 217 (1950).
22. R. W. Kilb and L. Pierce, J. Chem. Phys., 27, 108 (1957).
23. G. D. Hedden and W. G. Brown, J. Amer. Chem. Soc., 76, 3744 (1959).
24. F. Agolini, S. Klemenko, I. G. Csizmadia, and K. Yates, Spectro-chim. Acta, Part A, 24, 169 (1968).
25. A. G. Brook, R. Kivisikk, and G. E. LeGrow, Can. J. Chem., 43, 1175 (1965).
26. A. G. Brook, D. G. Anderson, J. M. Duff, P. F. Jones, and D. M. MacRae, J. Amer. Chem. Soc., 90, 1076 (1968).
27. H. Bock, H. Alt, and H. SeidI, J. Amer. Chem. Soc., 91, 355 (1968).
28. D. Nasipuri, G. Sarkar, and C. K. Ghosh, Tetrahedron Lett., 5189 (1967).
29. L. Verbit, J. Amer. Chem. Soc., 87, 1617 (1965).
30. L. Verbit and P. J. Heffron, Tetrahedron, 24, 123 (1968).
31. P. Crabbé Top, Stereochem., 1, 93 (1967).
32. P. Crabbé, “Optical Rotatory Dispersion and Circular Dichroism in Organic Chemistry,” Holden-Day, San Francisco, Calif., 1965.
33. J. Horowitz, E. H. Strickland, and C. Billups, J. Amer. Chem. Soc., 91, 184 (1969).
34. J. H. Brewster and J. George Buta, J. Amer. Chem. Soc., 88, 2233 (1966).
35. W. S. Briggs and C. Djerassi, Tetrahedron, 21, 3455 (1965).
36. R. Weidman and A. Horeau, Bull. Soc. Chim. FT., 117 (1967), and references therein.