Tetrahedron letters

An unusual boron-assisted substitution in the synthesis of α-methoxylated fatty acids isolated from Caribbean sponges

JA Soderquist, I Rosado, Y Marrero

Index: Soderquist, John A.; Rosado, Izander; Marrero, Yernan Tetrahedron Letters, 1998 , vol. 39, # 20 p. 3115 - 3116

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Citation Number: 10

Abstract

The Suzuki-Miyaura cross coupling of 4-bromo-1-butyl-9-BBN produces 4-hydroxybutyl products evidently arising from a boron-assisted hydroxide substitution. This process was utilized in the synthesis of (±)-2-methoxy-5Z-hexadecenoic acid methyl ester (1), a derivative of the phospholipids isolated from the Caribbean sponge, Spheciospongia cuspidifera.