The Journal of Organic Chemistry

Butatriene cycloaddition equivalent approach to the multiple linear homologation of six-membered rings and the synthesis of benzocyclobutenes

RO Angus Jr, RP Johnson

文献索引：Angus, Richard O.; Johnson, Richard P. Journal of Organic Chemistry, 1983 , vol. 48, # 2 p. 273 - 276

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被引用次数: 16

摘要

11 12"(a) LiAlH,, Et, O;(b) Me, SiCl, NaI;(c) Zn/Cu, ether;(d) 2 (1 equiv). to the 18-dimethylene functionality have been rep~ rted.~ Typically, we have found the diethyl ester DEAD to give slightly higher yields in the hydride reduction step (vide infra). Cycloaddition of DEAD (2) with 1, 3-butadiene, followed by LiAlH4 reduction, yielded the known diol 4. e This was converted to diiodide 5 with Me3SiI, or Me3SiC1/NaI, following the procedure of Olah.'The ...