The synthetic utility of dioxyphosphoranes in organic synthesis

PL Robinson, SA Evans Jr, JW Kelly

Index: Robinson, Philip L.; Kelly, Jeffery W.; Evans, Slayton A. Phosphorus and Sulfur and the Related Elements, 1986 , vol. 26, p. 15 - 24

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Citation Number: 13

Abstract

Abstract Diethoxytriphenylphosphorane. DTPP. prepared by reaction of triphenylphosphine and diethyl peroxide. is a “hydrolytically active” dioxyphosphorane which promotes mild and efficient cyclodehydration of diols to cyclic ethers in neutral media. Simple 1, 2-, 1, 4-, and 1, 5-diols afford good yields of the cyclic ethers but 1, 3-propanediol and 1, 6-hexanediol give mainly 3-ethoxy-1-propanol and 6-ethoxy-1-hexanol. respectively. with DTPP. Tri-and ...