A new rearrangement: conversion of a diepoxycyclohexane into a dihydropyrancarbaldehyde

GP Moss, CK Ooi

文献索引：Moss, Gerard P.; Ooi, Cheng Keat Journal of the Chemical Society, Chemical Communications, 1992 , # 4 p. 342 - 343

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被引用次数: 2

摘要

Treatment of 2,7,7-trimethyl-3,8-dioxatricyclo[3.2.1.02~4]octane 5 and derivatives with BF3 gave the corresponding 4,4,5-trimethyl-3,4-dihydro-2H-pyran-2-carbaldehyde 7 and traces only of 3,5,5-trimethyl-7-oxabicyclo[2.2.1]- heptan-2-one 8. ... The carotenoid. eutreptiellanone l was reported1 having a novel 7-oxabicyclo[2.2.l]heptan-2-one end-group. In an approach to the synthesis of this end-group the diepoxy- cyclohexane 5a was prepared and treated with BF3-Et20. ...