Preparation of (3S,4S)-2,5-Dimethyl-3,4-hexanediol [(S)-DIPED] from (R,R)-Tartaric Acid via Trimethylsilyl Chloride Catalyzed Acetylation of a Hindered 1,4-Diol

Journal of Organic Chemistry

Volumn 52, Issue 22, 1987, Pages 5034-5036

  Matteson, Donald S ^a   Beedle, Ellen C ^a   Kandil, Ali A ^a  

^a WASHINGTON STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000048262     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00231a039     Document Type: Article

References (10)

1. Matteson, D. S.; Ray, R.; Rocks, R. R.; Tsai, D. J. Organometallics 1983, 2, 1536-1543.
2. Matteson, D. S.; Sadhu, K. M.; Peterson, M. L. J. Am. Chem. Soc. 1986., 108, 812–819.
3. Matteson, D. S.; Sadhu, K. M.; Ray, R.; Peterson, M. L.; Majumdar, D.; Hurst, G. D.; Jesthi, P. K.; Tsai, D. J. S.; Erdik, E. Pure Appl. Chem. 1985, 57, 1741–1748.
4. Sadhu, K. M.; Matteson, D. S.; Hurst, G. D.; Kurosky, J. M. Organometallics 1984, 3, 804–806. (5) Matteson, D. S.; Kandil, A. A. Tetrahedron Lett. 1986, 27, 3831–3834.
5. Johnson, W. S.; Harbert, C. A.; Stipanovic, R. D. J. Am. Chem. Soc. 1968. 90. 5279–5280.
6. Mash, E. A.; Nelson, K. A. J. Am. Chem. Soc. 1985, 107, 8256–8258. Nelson, K. A.; Mash, E. A. J. Org. Chem. 1986, 51, 2721–2724.
7. Carmack. M.; Kelley, C. J. J. Ore. Chem. 1968. 33. 2171–2173.
8. Barua, N. C.; Sharma, R. P.; Baruah, J. N. Tetrahedron Lett. 1983, 24, 1189–1190.
9. Hofle, G.; Steglich, W. Synthesis 1972, 619–621.
10. Hauser, C. R.; Hudson, B. E.; Abramovitch, B.; Shivers, J. C. Organic Synthesis: Wiley: New York. 1955: Collect. Vol. 3. 142–144.