Switching between the [2π+2σ] and Hetero‐[4π+2σ] Cycloaddition Reactivity of Bicyclobutanes with Lewis Acid Catalysts Enables the Synthesis of Spirocycles and Bridged Heterocycles

• Published in: Angewandte Chemie International Edition Vol. 63; no. 29; pp. e202405222 - n/a
• Main Authors: Wang, Ji‐Jie, Tang, Lei, Xiao, Yuanjiu, Wu, Wen‐Biao, Wang, Guoqiang, Feng, Jian‐Jun
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 15.07.2024; Wiley Subscription Services, Inc
• Edition: International ed. in English
• Subjects: Alkanes; Alkenes; Benzene; Bicyclic compounds; Catalysts; Chemical synthesis; Chemistry; Chemistry, Multidisciplinary; Cycloaddition; Heterocycles; Hexanes; Lewis acid; Octanes; Physical Sciences; Science & Technology; Spirooxindoles; Stereoselectivity; Strained molecules; Substrates; Spirooxindoles; Heterocycles; Cycloaddition; Strained molecules; STRAIN-RELEASE; ANNULATION; COMPLEXITY; Bicyclic compounds; CHEMISTRY; DIVERSITY

The exploration of the complex chemical diversity of bicyclo[n.1.1]alkanes and their use as benzene bioisosteres has garnered significant attention over the past two decades. Regiodivergent syntheses of thiabicyclo[4.1.1]octanes (S‐BCOs) and highly substituted bicyclo[2.1.1]hexanes (BCHs) using a Le...