Home > Products > TCI Topics Archives > TCI Topics 2017 > Chiral Hypervalent Iodine(III) Catalyzed Enantioselective Diacetoxylation of Styrenes

Chiral Hypervalent Iodine(III) Catalyzed Enantioselective Diacetoxylation of Styrenes

Muñiz and Ishihara et al. have reported the enantioselective diacetoxylation of styrene derivatives using chiral hypervalent iodine catalysts. According to their report, a chiral hypervalent iodine compound (1) is in situ prepared from (R,R)-2-iodo-1,3-bis[1-(mesitylcarbamoyl)ethoxy]benzene and peracetic acid, and used as a chiral catalyst for the enantioselective dioxygenation of styrene leading to the corresponding vicinal diacetoxylation product. In this reaction, the amide groups of the chiral catalyst 1 engage in intramolecular hydrogen bonding with the acetoxy groups at the iodine(III) center to force the formation of ideal asymmetric environment which plays a significant role in the enantioselective intermolecular reaction.

I0807

References