1613161-89-9

Upstream product

• 766-77-8 Dimethylphenylsilane 
• 2807-20-7 (E)-hex-3-en-5-yn-1-ol 
• 591235-22-2 6-(trimethylsilyl)hexa-3,5-diyn-1-ol 
• 377774-73-7 (E)-6-Trimethylsilanyl-hex-3-en-5-yn-1-ol 

Downstream Products

• 1613161-87-7 tert-butyl(((3E,5E)-6-(dimethyl(phenyl)silyl)hexa-3,5-dien-1-yl)oxy)dimethylsilane 

Relevant academic research and scientific papers

Synthesis of isochromene-type scaffolds via single-flask diels-alder-[4 + 2]-annulation sequence of a silyl-substituted diene with menadione

A sequential Diels-Alder reaction/silicon-directed [4 + 2]-annulation was developed to assemble hydroisochromene-type ring systems from menadione 2. In the first step, a Diels-Alder of the 1-silyl-substituted butadiene 1 with 2 furnished an intermediate cyclic allylsilane. Subsequently, TMSOTf promoted a [4 + 2]-annulation through trapping of an oxonium, generated by condensation between an aldehyde and the TBS protected alcohol resulted in the formation of a cis-fused hydroisochromene 13.