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Diastereoselective Reduction of a Chiral N -Boc-Protected δ-Amino-α,β-unsaturated γ-Keto Ester Phe-Gly Dipeptidomimetic

✍ Scribed by Våbenø, Jon; Brisander, Magnus; Lejon, Tore; Luthman, Kristina

Book ID
125981413
Publisher
American Chemical Society
Year
2002
Tongue
English
Weight
97 KB
Volume
67
Category
Article
ISSN
0022-3263

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N-Boc-u-msylsarcosine ethyl ester (3) reacts under neutral conditions either with allylic carbonates or with vinyloxinme in the presence of a catalytic amount of Pd(PPh3) 4 and dppe (5 mol%) to give regio-and stereoselectively the corresponding allylated products $ and 6, respectively. Reductive des