Oxidative and hydrolytic cleavage of cyclopropane and spirocyclobutane derivatives of 6, 8-dioxabicyclo [3.2. 1] octane, the products of transformation of …

RA Novikov, RR Rafikov, EV Shulishov…

Index: Novikov; Rafikov; Shulishov; Tomilov Russian Chemical Bulletin, 2010 , vol. 59, # 10 p. 1930 - 1936

Full Text: HTML

Citation Number: 1

Abstract

Abstract A new method for the synthesis of (1 R, 4 S, 5 S)-4-hydroxymethyl-3-oxabicyclo [3.1. 0] hexan2-one, the cyclopropane analog of (S)-5-hydroxypent-2-en-4-olide, has been suggested based on oxidation of (1 S, 2 S, 4 R, 6 R)-7, 9-dioxatricyclo [4.2. 1.0 2, 4] nonan-5- one. Oxidation of cyclobutanones, spirojoined with the fragments of 6, 8-dioxabicyclo [3.2. 1] oct-2-ene, 6, 8-dioxabicyclo [3.2. 1] octane (at position 4), or 7, 9-dioxatricyclo [4.2. 1.0 2, 4 ...