The preparation of the soluble ROMgH and ROMg2H3 compounds and their unusual stereoselectivity in the reduction of cyclohexanones

✍ Scribed by E.C. Ashby; A.B. Goel; J.J. Lin

• Book ID: 104235478
• Publisher: Elsevier Science
• Year: 1977
• Tongue: French
• Weight: 151 KB
• Volume: 18
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)83179-8

✦ Synopsis

In recent years the use of metal hydrides as stereoselective reducing agents in organic chemistry has attracted considerable attention. 192 Although numerous reports have appeared in the literature concerning the reduction of cyclohexanones by hydrides of boron and aluminum, nothing is known about reductions with MgH2 presumably because of its insolubility in all solvents studied.

3 Recently, we reported the first examples of soluble magnesiumhydride compounds in the form of HMgCl, HMgBr4 and RMgH.5 These compounds exhibit considerable solubility in THF; however, unfortunately, they do not exhibit any unusual selectivity