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Chromium, allylic carbonyl addition

In 1983, Nozaki, Takai, Hiyama, and their coworkers disclosed that vinyl and aryl iodides or bromides are reduced with chromium(n) chloride, and that the resulting organochromium(in) species react smoothly with a host of aldehydes to give allylic or benzylic alcohols in excellent yields.6 As shown in Scheme 1, the chromium(n) chloride-mediated carbonyl addition can be conducted efficiently at... [Pg.712]

Allylic bromides can also serve as progenitors for nucleophilic organochromium reagents. An elegant example is found in Still and Mobilio s synthesis of the 14-membered cembranoid asperdiol (4) (see Scheme 2).7 In the key step, reduction of the carbon-bromine bond in 2 with chromium(n) chloride in THF is attended by intramolecular carbonyl addition, affording a 4 1 mixture of cembranoid diastereoisomers in favor of the desired isomer 3. Reductive cleav-... [Pg.713]

See other pages where Chromium, allylic carbonyl addition is mentioned: [Pg.452]    [Pg.48]    [Pg.1277]    [Pg.434]    [Pg.270]    [Pg.299]    [Pg.76]    [Pg.177]    [Pg.177]    [Pg.366]    [Pg.224]    [Pg.289]    [Pg.3]    [Pg.3]    [Pg.87]    [Pg.738]    [Pg.2076]    [Pg.269]    [Pg.205]    [Pg.296]    [Pg.244]    [Pg.3]    [Pg.154]   
See also in sourсe #XX -- [ Pg.177 ]

See also in sourсe #XX -- [ Pg.177 ]

See also in sourсe #XX -- [ Pg.177 ]

See also in sourсe #XX -- [ Pg.177 ]

See also in sourсe #XX -- [ Pg.177 ]



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Allyl addition

Allylic addition

Carbonyl allylation

Carbonyl, addition

Carbonylation additive

Chromium allyls

Chromium carbonylation

Chromium carbonyls

Chromium, allylic

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