Reaction of diphenylketene with some cyclohexa-3,5-diene-1,2-cis-diol derivatives: conversion of chlorobenzene into optically active 2-oxabicyclo[2.2.2]octen-3-one
Abstract
The dienes 11–15 react with diphenylketene to give mixtures of the corresponding [2 + 2]-adducts 16–20 and [4 + 2]-adducts 21–25: the isomers 19/24 were converted into the optically active lactone 26 in two steps.