[2+ 2] Cycloaddition of dichloroketene to allyl ethers and thioethers

…, E Czyzewska, AC Oehlschlager

Index: Johnston, Blair D.; Czyzewska, Eva; Oehlschlager, Allan C. Journal of Organic Chemistry, 1987 , vol. 52, # 16 p. 3693 - 3697

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Citation Number: 33

Abstract

During the development of an efficient synthesis of the commercially valuable aggregation pheromone heatin (1): we Snvestigated the addition of dichloroketene to allylic ether 2.2 Initial experiments wherein dichloroketene was generated by dehydrohalogenation of dichloroacetyl chloride or by zinc dehalogenation of trichloroacetyl chloride gave only low yields of adducts. In the case of dehydrohalogenation route, the low yields were attributed ...