Synthesis of precursors of C4 and C5 cumulenones

…, KJ Coulston, FW Eastwood, BM Gatehouse…

Index: Brown, Roger F. C.; Coulston, Karen J.; Eastwood, Frank W.; Gatehouse, Bryan M.; Guddatt, Luke W.; et al. Australian Journal of Chemistry, 1984 , vol. 37, # 12 p. 2509 - 2524

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Citation Number: 5

Abstract

Abstract Bicyclo [2.2. l] hept-5-en-2-one was condensed with 2, 2-dimethyl-1, 3-dioxan-4, 6- dione in the presence of titanium tetrachloride/pyridine to yield 5-(bicyclo [2.2. 1] hept-5'-en- 2'-ylidene)-2, 2-dimethyl-1, 3-dioxan-4, 6-dione (6a) which on pyrolysis at 520-560º/0.01 mm gave acetone, carbon dioxide, cyclopentadiene and butatrienone. In the same way 5-(7'- oxabicyclo [2.2. 1] hept-5'-en-2'-ylidene)-2, 2-dimethyl-1, 3-dioxan-4, 6-dione (6b) was ...