The first enantioselective synthesis of palinurin

…, DI Perez, A Martínez, A Castro, G Gomez…

Index: Perez, Manuel; Perez, Daniel I.; Martinez, Ana; Castro, Ana; Gomez, Generosa; Fall, Yagamare Chemical Communications, 2009 , # 22 p. 3252 - 3254

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Citation Number: 15

Abstract

The first enantioselective synthesis of palinurin has been accomplished starting from commercially available furaldehyde and (R)-methyl-3-hydroxy-2-methylpropionate; the key steps of the synthesis include the use of a chiral pyrrolidine to create the chiral tetronic moiety, and Horner–Wadsworth–Emmons, Wittig and Wittig–Horner reactions to construct the alkene units.

~52%

~73%

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