Hydroboration Ritter reaction

A number of polar additions to unsaturated polymers are known. These include Michael additions, hydroboration, 1,3-dipolar additions, ene reaction, the Ritter reaction, Diels-Alder additions, and others. 

Further examples of the Ritter reaction(cf. section IV.B) are provided by the many substituted olefins that may be protonated to ve carbonium ions which can be intercepted by hydrogen cyanide or organic nitriles cyanogen chloride can also be used as intercepting species , but offers no advantages. Mixtures of the two possible amides, and hence amines, are to be expected from non-terminal alkenes and from such olefinic compounds as oleic acid Olefins may also be converted to amines with yields of up to 60%, by hydroboration and subsequent reaction of the organoborane with chloroamine in alkaline solution or preferably with hydroxylamine-0-sulphonic acid in diglyme (reaction 86) The reaction is applicable... 

Olefins may be converted to primary amines by the Ritter reaction10 or by reaction with mercuric nitrate in acetonitrile solution.11 In both cases regiospecificity for the formal addition of ammonia across the double bond is opposite to that observed in the hydroboration-amination sequence. 

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