Stereocontrol in an intermolecular Schmidt reaction of equilibrating hydroxyalkyl allylic azides

Chem Commun (Camb). 2024 Apr 2. doi: 10.1039/d4cc00907j. Online ahead of print.ABSTRACTA selective intermolecular Schmidt reaction of equilibrating hydroxyalkyl allylic azides is reported to afford N-hydroxyalk-1-en-3-yl lactams in modest to high yields. For prochiral and chiral ketones, modest to high 1,5-diastereoselectivity was achieved, and the mechanistic analysis is supported by DFT calculation.PMID:38563154 | DOI:10.1039/d4cc00907j

Source: Chemical Communications - April 2, 2024 Category: Chemistry Authors: Ruzhang Liu Juan Wang Hao Wu Xianfeng Quan Shilin Wang Jiandong Guo Yang Wang Heting Li Source Type: research