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

Full Text: HTML

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 ...

Related Articles:

Studies on Reactions Relating to Carbohydrates and Polysaccharides. XLVII. The Oxygen Valence Angle and the Structure of Glucose and Related Compounds2

[Allen; Hibbert Journal of the American Chemical Society, 1934 , vol. 56, p. 1398,1399]

Polar substituent effects in the solvolysis of primary and tertiary alkyl halides. Polar effect IX

[Grob, Cyril A.; Waldner, Adrian Helvetica Chimica Acta, 1980 , vol. 63, # 8 p. 2152 - 2158]

Gaseous 1-methyl-1-oxoniacycloalkanes as stable intermediates on the C 3 H 7 O+ and C 4 H 9 O+ potential energy surfaces

[Angelini, Giancarlo; Speranza, Maurizio Journal of the Chemical Society, Chemical Communications, 1983 , # 21 p. 1217 - 1219]

ADDITION REACTIONS OF VINYL PHENYL KETONE. II. DESOXYBENZOIN

[Derick; Bissell Journal of the American Chemical Society, 1916 , vol. 38, p. 2481]

Studies on Reactions Relating to Carbohydrates and Polysaccharides. XLVII. The Oxygen Valence Angle and the Structure of Glucose and Related Compounds2

[Allen; Hibbert Journal of the American Chemical Society, 1934 , vol. 56, p. 1398,1399]

More Articles...