Molecular complexity from aromatics: A novel, stereoselective route to tricyclo [5.2. 2.01, 5] undecenones, tricyclo [6.2. 2.01, 6] dodecenones, and [n. 3.3] propellanes

V Singh, PK Sahu, RB Singh…

Index: Singh, Vishwakarma; Sahu, Pramod K.; Singh, Raj Bahadur; Mobin, Shaikh M. Journal of Organic Chemistry, 2007 , vol. 72, # 26 p. 10155 - 10165

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Citation Number: 16

Abstract

A general stereoselective route to functionalized and substituted tricyclo [5.2. 2.01, 5] undecenones, tricyclo [6.2. 2.01, 6] dodecenones, and [3.3. 3]-and [4.3. 3] propellanes from simple aromatic precursors is reported. The methodology involves generation and cycloaddition of annulated cyclohexa-2, 4-dienones with various acrylates followed by manipulation of the resulting tricyclic adducts, leading to functionalized tricyclo [5.2. 2.01, ...