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Wolff-Kishner reduction Barton modification

Since its introduction in 1954, the Barton modification has enjoyed considerable utility in Wolff-Kishner reductions, especially with sterically hindered or otherwise relatively inaccessable ketones. A selection of structural examples is presented in Table 2. [Pg.330]

Table 2 Wolff-Kishner Reduction of Carbonyls Using the Barton Modification... Table 2 Wolff-Kishner Reduction of Carbonyls Using the Barton Modification...
As previously discussed, Wolff-Kishner reductions are hampered by steric hindrance surrounding the carbonyl primarily due to difficulty in the requisite hydrazone formation. Forcing conditions such as the Barton and Nagata modifications have alleviated many of the problems with hindered ketones (i.e. 11-keto steroids, equation 4), but unyielding problems still remain (i.e. structures 10 and 11) requiring alternative strategies for oxygen removal. [Pg.340]


See other pages where Wolff-Kishner reduction Barton modification is mentioned: [Pg.496]    [Pg.217]   
See also in sourсe #XX -- [ Pg.330 ]

See also in sourсe #XX -- [ Pg.8 , Pg.330 ]

See also in sourсe #XX -- [ Pg.8 , Pg.330 ]




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