A method for preparing functionalized chiral cyclic carbonates through biomass polyols

Abstract

The invention discloses a method for preparing functionalized chiral cyclic carbonates through biomass polyols, and belongs to the technical fields of organic synthesis, pesticides, macromolecules, and pharmaceutical and chemical synthesis. In this method, α-ylidene cyclic carbonate is used as carbonyl source, biomass polyol is used as reaction substrate, and commercial organic amine is used as catalyst, and the reaction is carried out under mild conditions of 25°C for 1 to 24 hours to obtain a functionalized hand. cyclic carbonates. The invention has high selectivity, high activity and high functional group tolerance. More importantly, for sugar alcohol biomass substrates that are cheap and easy to obtain, have specific configurations and diverse structures, polycyclic carbonates with configuration retention can be obtained efficiently and with high selectivity. The invention provides a green, efficient and convenient synthesis route for the development of functionalized chiral cyclic carbonates.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, pesticides, macromolecules and pharmaceutical chemical synthesis, and relates to an organic amine small molecule catalyst that efficiently catalyzes the transesterification reaction between functionalized polyols and α-methylene cyclic carbonates to prepare functional chiral A new approach to cyclic carbonates. Background technique [0002] Cyclic carbonates are an important class of chemical products, widely used in green synthesis, battery electrolyte, supercritical extraction, etc. Among them, functional cyclic carbonates, especially optically active cyclic carbonates, have attracted much attention in the fields of polymer processing and pharmaceutical development. Metal catalysts catalyze the asymmetric cycloaddition reaction of carbon dioxide and epoxy compounds is one of the most effective methods to prepare optically active cyclic carbonates. However, there are metal residue pro...

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Problems solved by technology

[0008] Up to now, there are fewer reports on the preparation of cyclic carbonates by α-methylene cyclic carbonates as carbonyl cyclization reagents and polyhydric alcohols, and they all use metal catalysts to carry out under high temperature and high pressure conditions (Z.-H . Zhou, Q.-W. Song, L.-N. He, ACS Omega 2017, 2, 337-345.)

However, the use of organic small molecule catalytic systems to study the reaction of biomass polyols with α-methylene cyclic carbonates has not been reported yet.

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