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Chemistry of enol silyl ethers. 5. A novel cycloaromatization reaction. Regiocontrolled synthesis of substituted methyl salicylates

TH Chan, P Brownbridge

文献索引:Chan, Tak-Hang; Brownbridge, Peter Journal of the American Chemical Society, 1980 , vol. 102, # 10 p. 3534 - 3538

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被引用次数: 244

摘要

Abstract: A new method of constructing six-membered rings, involving the condensation of two three-carbon units, one with two nucleophilic sites and the other containing two electrophilic sites, is reported. The regiochemistry of the reaction is controlled by the differential reactivities of these sites. 1, 3-Bis (trimethylsiloxy)-l-methoxybuta-l, 3-diene (1) constitutes the three-carbon fragment with two nucleophilic sites. Condensation of 1 with ...