1008441-15-3

Upstream product

• 930-22-3 epoxybutene 
• 21130-91-6 triethoxy(4-methoxyphenyl)silane 
• 32507-39-4 (E)-1-(buta-1,3-diene-1-yl)-4-methoxybenzene 
• 24680-50-0 4-methoxy-trans-cinnamaldehyde 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 140-67-0 Estragole 

Downstream Products

• 1452139-00-2 (E)-1-(4-bromobut-2-en-1-yl)-4-methoxybenzene 
• 1452139-01-3 (E)-6-(4-methoxyphenyl)-1-phenylhex-4-en-1-one 
• 1452139-06-8 (Z)-2-(4-methoxystyryl)-5-phenyl-3,4-dihydro-2H-pyrrole 
• 1452139-07-9 C₁₉H₁₉NO 

Relevant academic research and scientific papers

Studies directed toward the synthesis of hedycoropyrans: total synthesis of des-hydroxy (?)-hedycoropyran B (ent-rhoiptelol B)

A full account of our efforts directed towards the synthesis of the diarylheptanoid-derived natural products hedycoropyrans that led to the total synthesis of ent-rhoiptelol B is described. In this endeavor, we have attempted two distinct synthetic strategies to access hedycoropyrans A and B, which led us to establish a facile synthetic route for des-hydroxy (?)-hedycoropyran B (ent-rhoiptelol B) from simple and readily accessible building blocks of 4-allylanisole and vanillin, employing Sharpless asymmetric epoxidation, CBS reduction, and an intramolecular AgOTf-catalyzed oxa-Michael reaction of suitably functionalized hydroxy-ynone as key transformations. The investigations disclosed herein will provide insights into designing novel synthetic routes for THP-DAH-derived natural products.

Transition-Metal-Free Allylic Borylation of 1,3-Dienes

This work explains the reactivity of diboron reagents with 1,3-dienes in a transition-metal-free context. The sole addition of Na2CO3 (30 mol %) to bis(pinacolato)diboron in MeOH allows the 1,4-hydroboration of cyclic and noncyclic 1,3-dienes. The electronic influence on the substrate guarantees the conjugated 1,4-hydroboration versus 1,2-diboration. DFT calculations show that the distribution of charge in the allylic anion intermediate governs the selectivity toward 1,4-hydroboration, while the favored trans configuration in diene reagents determines the preference for the E allyl boronate products.

Palladium catalyzed cyclizations of oxime esters with 1,2-disubstituted alkenes: Synthesis of dihydropyrroles

Pd-catalyzed cyclizations of oxime esters with 1,2-dialkylated alkenes provide an entry to chiral dihydropyrroles. Substrate and catalyst controlled strategies for selective product formation (vs alternative pyrroles) are outlined.

Catalytic organocopper chemistry from organosiloxane reagents

The coupling of organosilanes with vinyl epoxides in the presence of a copper catalyst has been reported. Functional-group-tolerant synthetic methods of organosilanes can be developed through activation and transmetalation with a transition-metal catalyst

Highly regioselective ring-opening of trisubstituted aziridines by sulfur-stabilised carbanions

The highly regioselective, stereospecific ring-opening of trisubstituted N-tosylaziridines possessing vinyl and hydroxymethyl groups by sulfone- and sulfide-stablised carbanions is reported. The Royal Society of Chemistry.