Direct Polynitroaliphatic Alcohol Addition to Alkenes. 1. Synthesis of New 2-Fluoro-2,2-dinitroethyl Acetals and Ethers

摘要

This paper reports the first direct, one-step addition of FDNEOH to certainunsaturated hydrocarbons to form new 2-fluoro-2,2-dinitroethoxy acetal and ether compounds in high yield. These nonaqueous mercury salt catalyzed Markovnikov additions with FDNEOH are achieved under the mild, neutral reaction conditions. The scope and limitations of this new polynitroaliphatic reaction as a complementary alternative to other polynitroaliphatic syntheses are discussed. (jes)