Synthesis of bicyclobutylidene, 1, 3-bis (trimethylene) propadiene, and 1, 4-bis (trimethylene) butatriene

LK Bee, J Beeby, JW Everett…

Index: Bee,L.K. et al. Journal of Organic Chemistry, 1975 , vol. 40, # 15 p. 2212 - 2214

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Citation Number: 20

Abstract

Two synthetic routes to bicyclobutylidene are described. Bicyclobutylidene can be readily epoxidized to Q-oxadispiro [3.0. 3. l] nonane, and adds methylene to give dispiro [3.0. 3. l] nonane and dibromocarbene to give the corresponding Q,% dibromide. Reaction of the dibromide with methyllithium generated 1, 3-bis (trimethylene) propa-diene. This allene also reacted with dibromocarbene to give the mono-and bis adducts. Treatment of the ...