06.06.2013 Views

Solution and Solid Phase Synthesis of Unusual a-Amino Acids From

Solution and Solid Phase Synthesis of Unusual a-Amino Acids From

Solution and Solid Phase Synthesis of Unusual a-Amino Acids From

SHOW MORE
SHOW LESS

Create successful ePaper yourself

Turn your PDF publications into a flip-book with our unique Google optimized e-Paper software.

1.5 References<br />

Barrett, G.C. Chemistry und Biochemistry <strong>of</strong> the <strong>Amino</strong> <strong>Acids</strong>, Chapman <strong>and</strong> Hall,<br />

New York, 1985, pp. 55-138.<br />

Wagner, 1.; Musso, H. Angew. Chem. Int. Ed. Eng. 1983,22,8 16.<br />

Barrett, G.C. ibid, p.55<br />

(a) Bain, J.D.; Wacker, D.A.; Kuo, E.E.; Chamberlain, A.R. Tetrahedron, 1991,<br />

47, 2389. (b) Robertson, S.A.; Ellman, J.A.; Schultz, P.G. J. Am. Chem. Soc.<br />

1991,113,2722.<br />

(a) Coppola, G.M.; Schuster, H.F.; Asymmetric <strong>Synthesis</strong>. Construction <strong>of</strong> Chiral<br />

Molecules Using <strong>Amino</strong> <strong>Acids</strong>, Wiley-Interscience, Toronto, 1987. (b)<br />

Ottenheijrn, H.C.J. Chirnia. 1985, 39, 89. (c) Martens, J. Topics Curr. Chem.<br />

1984,125, 165.<br />

For exarnple, amino acids used as chiral auxiliaries in a Diels-Alder reaction <strong>of</strong><br />

cyclopentadiene <strong>and</strong> N-acryloyl derivatives <strong>of</strong> Pro, Phe, Aia <strong>and</strong> N-methyl-Ala<br />

esters. Bueno, M.P.; Cativiela, C.A.; Mayoral, J.A. J. Org. Chem. 1991,56, 655 1.<br />

For example, arnino acids used as reagents by using a zinc complex <strong>of</strong> ethyl esters<br />

<strong>of</strong> Ala, Ser, Phe, Tyr, Trp in the aldol condensation <strong>of</strong> p-nitrobenzaidehyde <strong>and</strong><br />

acetone. Nakagawa, M.; Nakao, H.; Watanebe, K. Chem. Lea. 1985,39 1 -<br />

(a) e.g. Ser <strong>and</strong> Thr used as substrates to synthesize chiral oxazolidines. Seebach,<br />

D.; Stucky, G.; Renaud, P. Chirnia, 1988, 42, 176. (b) Arnino acids used to<br />

synthesize p-amino alcohols by converting N,N-dibenzylamino benzyl esters into

Hooray! Your file is uploaded and ready to be published.

Saved successfully!

Ooh no, something went wrong!