Diastereoselective synthesis of the Leu-Pro type phosphinyl dipeptide isostere
Takehiro Yamagishi1, Naoko Tashiro, Tsutomu Yokomatsu
1School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan.
Abstract:
A diastereoselective synthesis of the Leu-Pro type phosphinyl dipeptide isostere in its protected form was achieved from stereodefined α-amino-H-phosphinate. The methodology involved a cross-coupling reaction with alkenyl triflate and subsequent diastereoselective hydrogenation of the alkene moiety, which capitalized on the phosphorus chirality.
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