Tetrahedron Letters

BOTPPI, a new Wittig salt for the synthesis of 12-(S)-hydroxy-eicosatetraenoic acid [12-(S)-HETE]

MA Christiansen, MB Andrus

Index: Christiansen, Michael A.; Andrus, Merritt B. Tetrahedron Letters, 2012 , vol. 53, # 36 p. 4805 - 4808

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Abstract

An efficient route to (Z)-(8-benzyloxy-8-oxooct-3-en-1-yl) triphenylphosphonium iodide, or BOTPPI, is disclosed, complete with full experimental details, NMR spectra, and HRMS data. BOTPPI serves as a surrogate for (Z)-(8-methoxy-8-oxooct-3-en-1-yl) triphenylphosphonium iodide, or MOTPPI, a Wittig salt previously used in two 12-HETE syntheses. BOTPPI has the advantage over MOTPPI of being derived from a sequence for which every intermediate is ...