✍ Scribed by Mieczysław Mąkosza; Natalia Urbańska; Alexey A. Chesnokov
No coin nor oath required. For personal study only.
Addition of the carbanion of chloromethyl methyl sulfone to aldehydes and ketones proceeds faster than its degradation via the Ramberg-Baecklund reaction. Chlorohydrins and oxiranes produced from aldehydes treated with an excess of base undergo the Ramberg-Baecklund reaction giving allylic alcohols, whereas the reaction of ketones gives the oxiranes.
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## Abstract The chloromethyl __trans__‐β‐styryl sulfone carbanion reacts with benzaldehyde and acrylonitrile under phase‐transfer catalysis conditions to give 2‐phenyl‐3‐(__trans__‐β‐styrylsulfonyl)oxirane and bis(2‐cyanoethyl)chloromethyl __trans__‐β‐styryl sulfone, respectively, and with nitroare
## Abstract 3‐Nitro‐, 4‐nitro‐, 7‐nitro‐, 5,7‐dinitro‐, and 6,8‐dinitroquinoline react with the carbanion of chloromethyl phenyl sulfone to give products of substitution of hydrogen at positions 4, 3, 8, 6,8, and 5,7, respectively. The reactions are found by quantum chemical calculations to be cont