Hydroformylation and Extended One-Pot Reactions of Linalool Oxide: Utilizing a Biomass-derived Starting Material to Access a Variety of Value-Added Products
摘要
The rapidly depleting non-renewable resources highlight the necessity of searching and incorporating more and more renewable feedstocks for the manufacture of products to suffice the demands of the huge population. Keeping this in mind, an effective methodology was strategized for the hydroformylation and related one-pot processes of the unexplored biomass-derived olefin, linalool oxide. A variety of chemically significant products, such as aldehydes, amines, alcohols, and acetals were obtained through hydroformylation, hydroaminomethylation, hydrohydroxymethylation, and hydroformylation/acetalization, respectively. All the systems were designed to have a high chemoselectivity toward the corresponding products, along with high conversions. To specify, the yields were 100% for hydroformylation, 88–93% for hydroaminomethylation, 95% for hydrohydroxymethylation, and 75–97% for hydroformylation/acetalization. High regioselectivity was witnessed in all the chemical transformations, as the protocols were foresightedly developed to have linear products as the major products. Moreover, an aqueous biphasic catalytic system was also curated for the hydroformylation process, which could be triumphantly recycled for a minimum of four consecutive cycles with persistent conversion and yield.
Synthesis of Valuable Products from a Bio-Derived Starting Material