Synthesis of enantiomerically enriched α-amino acid derivatives via transition metal catalysed procedures

Synlett

Volumn 1995, Issue 8, 1995, Pages 821-822

  Jumnah, Roshan ^a   Williams, Andrew C ^b   Williams, Jonathan M J ^a  

^a LOUGHBOROUGH UNIVERSITY   (United Kingdom)

^b ELI LILLY AND COMPANY   (United States)

Author keywords

allylic substitution; amino acid; asymmetric catalysis; palladium; ruthenium

Indexed keywords

EID: 84889612004     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-1995-5091     Document Type: Article

References (18)

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13. We chose to derivatise the products to the corresponding methyl esters since it enabled purification by chromatography. The carboxylic acids were easy to purify by crystallisation, but crystallisation is more likely to influence the observed enantiomeric excess than is chromatography.
14. Nunez, M. T.; Martin, V. S.; J.Org.Chem. 1990, 55, 1928.
15. For example, the following report no loss of stereochemical integrity upon deprotection
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17. Cleavage with sodium borohydride; Osby, J. O.; Martin, M. G.; Ganem, B.; Tetrahedron Lett., 1984, 25, 2093.
18. Cleavage with hydrazine; Mulzer, J.; Angermann, A.; Schubert, B.; Seilz, C.; J. Org. Chem., 1986, 51, 5294.