A tandem olefin migration and Prins cyclization using Cu(OTf)2-bisphosphine complexes: an improved synthesis of functionalized tetrahydropyrans

TETRAHEDRON LETTERS

卷:53

Article

Ghosh, Arun K.¹ 

[1] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA

关键词: Phosphine ligand;    Prins cyclization;    Phosphine-borane adduct;    Tetrahydropyrans;    Prins chemistry;   

DOI  :  10.1016/j.tetlet.2012.04.006

来源: Elsevier

【 摘 要 】

In situ-generated (bis-DPPMB)-Cu(OTf)(2) complex has been examined to catalyze a tandem olefin migration and Prins cyclization of an alkenol with various aldehydes. The reaction proceeded with electron-rich aromatic aldehydes at room temperature and provided functionalized tetrahydropyrans in good yields. An efficient synthesis of the bis-DPPMB ligand has also been described. (C) 2012 Elsevier Ltd. All rights reserved.

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