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Sodium borohydride in dimethyl sulfoxide or sulfolane. Convenient systems for selective reductions of primary, secondary and certain tertiary halides and tosylates

✍ Scribed by Robert O. Hutchins; David Hoke; Joseph Keogh; David Koharski


Book ID
104239756
Publisher
Elsevier Science
Year
1969
Tongue
French
Weight
191 KB
Volume
10
Category
Article
ISSN
0040-4039

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✦ Synopsis


The use of various metal hydrides as selective reducing agents has attracted a considerable amount of interest in recent years (2). It occurred to us that one unexplored possibility in this area might be to employ the relatively mild reducing agent sodium borohydride in SNP rate enhancing, polar, aprotic solvents to selectively displace halogens and other good leaving groups with hydrogen without affecting other reducible functional groups.