Organic Synthesis at High Pressure. Efficient Ring Opening Reaction of Epoxides with Heterocycles
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A selective ring opening reaction of epoxides with a variety of heterocyclic compounds including indoles, pyrroles, pyrazoles, furans, and thiophenes proceeded efficiently under high pressures. For nitrogen heterocycles, the reactionoccurred under essentially uncatalyzed conditions. On the other hand, furan and thiophene required the use of suitable acid catalysts due to their low nucleophilicity. These methods were applied successfully to the design of new heterocyclic chiral ligands and to the synthesis of biologically interesting natural products. The underlying principle responsible for these high-pressure reactions is discussed.
- The Review of High Pressure Science and Technology
The Review of High Pressure Science and Technology 7, 1250-1252, 1998
The Japan Society of High Pressure Science and Technology