1580472-97-4

Upstream product

• 680596-79-6 4,4,5,5-tetramethyl-2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)-1,3,2-dioxaborolane 

Downstream Products

• 1580470-98-9 8-(3-phenylpropyl)-1,4-dioxaspiro[4.5]dec-7-ene 
• 1580471-20-0 8-(3-(4-bromophenyl)propyl)-1,4-dioxaspiro[4.5]dec-7-ene 
• 67019-46-9 8-(4-(trifluoromethoxy)phenyl)-1,4-dioxaspiro[4.5]dec-7-ene 
• 155366-02-2 1-(3,5-difluorophenyl)-4-cyclohexenone ethylene ketal 
• 122770-40-5 8-(4-Fluorophenyl)-1,4-dioxaspiro[4.5]dec-7-ene 

Relevant academic research and scientific papers

Electro-Olefination—A Catalyst Free Stereoconvergent Strategy for the Functionalization of Alkenes

Conventional methods carrying out C(sp2)?C(sp2) bond formations are typically mediated by transition-metal-based catalysts. Herein, we conceptualize a complementary avenue to access such bonds by exploiting the potential of electrochemistry in combination with organoboron chemistry. We demonstrate a transition metal catalyst-free electrocoupling between (hetero)aryls and alkenes through readily available alkenyl-tri(hetero)aryl borate salts (ATBs) in a stereoconvergent fashion. This unprecedented transformation was investigated theoretically and experimentally and led to a library of functionalized alkenes. The concept was then carried further and applied to the synthesis of the natural product pinosylvin and the derivatization of the steroidal dehydroepiandrosterone (DHEA) scaffold.