Alkylation and Reductive Decyanation of 4-Cyano-2,2-dimethyl-1,3-dioxanes (Cyanohydrin Acetonides)

Journal of Organic Chemistry

Volumn 62, Issue 5, 1997, Pages 1333-1340

  Rychnovsky, Scott D ^a   Swenson, Sonja S ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001630307     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo961826f     Document Type: Article

References (47)

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39. 1H NMR, yet the acetone adduct was often obtained in 1020%, so acetone itself could not account for the formation of 12.
40. 2O peak at 1.62 ppm.
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42. N2 reactions. We have found no β-silyloxy activating effect in our studies, (a) Smith, A. B. III.; Chen, K.; Robinson, D. J.; Laasko, L. M.; Hale, K. J. Tetrahedron Lett. 1994, 35, 4271-4274. (b) Holtz, H. D.; Stock, L. M. J. Am. Chem . Soc. 1965, 87, 2404-2409.
43. Skalitzky, D. J.; Ph.D. Thesis, University of Minnesota, 1992.
44. We thank Dr. R. C. Hoye for conducting this experiment.
45. Choo, C.; Ph.D. Thesis, University of Minnesota, 1995.
46. We thank D. J. Skalitzky for conducting this experiment.
47. 3) carbon atoms. For overlapping signals, the number of carbon atoms is given in parentheses. Capillary GC analysis was performed on a Hewlett Packard Model 6890 instrument with a 30 m PhMe-Silicon column, a flame ionization detector, and a Hewlett Packard computer-interfaced integrator. Combustion analysis were performed by M-H-W Laboratories, Phoenix, AZ. Mass spectra were determined on an AE2-MS 30, a PG 7070E-HF, a CG Analytical 7070E, or a Fisions autospec spectrometer.