Synthesis and RU(II)-binap reduction of a ketoester derived from hydroxyproline: 2(S)-(-tert-butoxycarbonyl--(S) and -(R)-hydroxyethyl)-4(R)-hydroxypyrrolidine-1-carboxylic acid, tert-butyl ester: (2-pyrrolidinepropanoic acid, 1-[(1,1-dimethylethoxy)carbonyl]-,4-dihydroxy-, 1,1-dimethylethyl ester, [2S-[2(S*),4]]-)

Organic Syntheses

Volumn 81, Issue , 2005, Pages 178-187

  King, Steven A ^b   Armstrong, Joseph ^b   Keller, Jennifer ^a   Smith, Amos B ^b   Brenner, Meinrad ^b  

^a MERCK RESEARCH LABORATORIES   (United States)

^b NONE

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EID: 33746084992     PISSN: 00786209     EISSN: 16000730     Source Type: Book Series    
DOI: 10.15227/orgsyn.081.0178     Document Type: Article

References (7)

1. King, S. A.; Thompson, A. S.; King, A. O.; Verhoeven, T. R. J. Org. Chem. 1992, 57, 6689.
2. This structure is a revision of the originally assigned structure which was [Ru2Cl4(BINAP)2]·Et3N. King, S. A.; DiMichele, L. In "Catalysis of Organic Reactions"; Scaraos, M. G.; Prunier, M. L., Ed.; 1995, 157.
3. See, for example: Ohta, S.; Shimabayashi, A.; Hayakawa, S.; Sumino, S.; Okamoto, M. Synthesis 1985, 45;
4. Yamaguchi, M.; Nakamura, S.; Okuma, T.; Minami, T. Tetrahedron Lett. 1990, 31, 3913;
5. Brower, P. L.; Butler, D. E.; Deering, C. F.; Le, T. V.; Millar, A.; Nanninga, T. N.; Roth, B. D. Tetrahedron Lett. 1992, 33, 2279.
6. Noyori, R.; Ohkuma, T.; Kitamura, M.; Takaya, H.; Sayo, N.; Kumobayashi, H.; Akutagawa, S. J. Am. Chem. Soc. 1987, 109, 5856;
7. Noyori, R.; Takaya, H. Acc. Chem. Res. 1990, 23, 345.