Preparation of cycloheptane-1,3-dione via reductive ring expansion of 1-trimethylsilyloxy-7,7-dichlorobicyclo[3.2.0]heptan-6-one: (Cycloheptane-1,3-dione)

Organic Syntheses

Volumn 85, Issue , 2008, Pages 138-146

  Do, Nga ^b   McDermott, Ruth E ^b   Ragan, John A ^a   Martins, Andrew ^b   Lautens, Mark ^b  

^a PFIZER GLOBAL RESEARCH AND DEVELOPMENT   (United States)

^b NONE

Author keywords

[No Author keywords available]

Indexed keywords

EID: 85026861833     PISSN: 00786209     EISSN: 16000730     Source Type: Book Series    
DOI: 10.15227/orgsyn.085.0138     Document Type: Article

References (12)

1. (a) Eistert, B.; Haupter, F.; Schank, K. Liebigs Ann. Chem. 1963, 665, 55-67;
2. (b) Maclean, I.; Sneeden, R. P. A. Tetrahedron 1965, 21, 31-34.
3. (c) Hutmacher, H.-M.; Krüger, H.; Musso, H. Chem. Ber. 1977, 110, 3118-3125;
4. (d) Suzuki, M.; Watanabe, A.; Noyori, R. J. Am. Chem. Soc. 1980, 102, 2095-2096;
5. (e) Nishiguchi, I.; Hirashima, T.; Shono, T.; Sasaki, M. Chem. Lett. 1981, 551-554;
6. (f) Bhushan, V.; Chandrasekaran, S. Synth. Commun. 1984, 14, 339-345.
7. Ragan, J. A.; Makowski, T. W.; am Ende, D. J.; Clifford, P. J.; Young, G. R.; Conrad, A. K.; Eisenbeis, S. A. Org. Process Res. & Dev. 1998, 2, 379-381.
8. House, H.; Czuba, L. J.; Gall, M.; Olmstead, H. D. J. Org. Chem. 1969, 34, 2324-2336.
9. Krepski, L.; Hassner, A. J. Org. Chem. 1978, 43, 3173-3179.
10. Pak, C. S.; Kim, S. K. J. Org. Chem. 1990, 55, 1954-1957.
11. Ragan, J. A.; Murry, J. A.; Castaldi, M. J.; Conrad, A. K.; Jones, B. P.; Li, B.; Makowski, T. W.; McDermott, R. E.; Sitter, B. J.; White, T. D.; Young, G. R. Org. Process Res. & Dev. 2001, 5, 498-507.
12. Professor Leo Paquette, Ohio State University, private communication.