A Stereocontrolled Synthesis of Protected (2R, 3R)-3-Mercaptoaspartic Acid via a β-Aspartyl Enolate Sulfenylation

Synlett

Volumn 1996, Issue 6, 1996, Pages 519-520

  Shibata, Norio ^a   Baldwin, Jack E ^a   Jacobs, Adam ^a   Wood, Mark E ^a  

^a UNIVERSITY OF OXFORD   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000873534     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1996-5490     Document Type: Article

References (14)

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2. Baldwin, J. E.; Moloney, M. G.; North, M. J. Chem. Soc., Perkin Trans. 1 1989, 833; Tetrahedron 1989, 45, 6309; Tetrahedron 1989, 45, 6319.
3. Baldwin, J. E.; Moloney, M. G.; North, M. J. Chem. Soc., Perkin Trans. 1 1989, 833; Tetrahedron 1989, 45, 6309; Tetrahedron 1989, 45, 6319.
4. Baldwin, J. E.; Moloney, M. G.; North, M. J. Chem. Soc., Perkin Trans. 1 1989, 833; Tetrahedron 1989, 45, 6309; Tetrahedron 1989, 45, 6319.
5. Stevens, C. M.; Watanabe, R. J. Am. Chem. Soc. 1950, 72, 725.
6. Klieger, E.; Gibian, H. Liebigs Ann. Chem. 1962, 655, 195; The unwanted β-ester was removed by pH controlled 2-phase extraction and silica gel chromatography.
7. Scholz, D. Synthesis 1983, 944.
8. 2Ph.
9. Sakakibara, S.; Nobuhara, Y.; Shimonishi, Y.; Kiyoi, R. Bull. Chem. Soc. Jpn. 1965, 38, 120.
10. 2Tol.
11. X-ray crystallographic data will be reported elsewhere.
12. Greene, T. W.; Wuts, P. G. M. In Protective Groups in Organic Synthesis, 2nd ed., Wiley: New York, 1991.
13. Nishimura, O.; Kitada, C.; Fujino, M. Chem. Pharm. Bull. 1978, 26, 1576.
14. Baldwin, J. E.; Schofield, C. J. In The Chemistry of β-Lactams; Page, M. I., Ed.; Blackie: London, 1992; Chapter 1.