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Gold(I)-catalyzed cycloisomerization of (arene)chromium complexes with enyne bonds directed towards axially chiral biaryls.

  作者 Michon, Christophe;Liu, Suyun;Hiragushi, Shinya;Uenishi, Jun'ichi;Uemura, Motokazu;  
  选自 期刊  SYNLETT;  卷期  2008年-9;  页码  1321-1324  
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[摘要]Asym. arene-chromium complexes bearing enyne substituents undergo stereoselective cyclization into planar- and axial-chiral h6-biaryl complexes, catalyzed by gold(I) complex [(PPh3)AuNTf2] in good yields. . Cyclization of [(1-6-h)-2-R1-6-R2C6H3CYC-1',2'-C6H4CMe:CHMe]Cr(CO)3 (1), catalyzed by 5 mol% of [(PPh3)AuNTf2] gave tricarbonyl[(1-6-h)-1-R1-3-R2-2-(3,4-dimethyl-2-naphthalenyl)benzene]c hromium (2a-g; R1, R2 = H, Me, CH2OH, CH2OMe) in which the Me substituents in the naphthalene ring are anti- to the chromium center. Similar reaction of exomethylene-substituted benzenetricarbonylchromium, [(1-6-h)-2-R1-6-R2-C6H3C(:CH2)-1',2'-C6H4CYCR3]Cr(CO)3 (6), gave anti-isomers of tricarbonyl[(1-6-h)-1-R1-3-R2-2-(3-R3-1-naphthyl)benzene]chromium (7a-d; R1, R2 = H, Me, OMe; R3 = Me, Bu), whereas alkylidene-substituted [(1-6-h)-2-(MeO)C6H4C(:CHMe)-1',2'-C6H4CYCR3]Cr(CO)3 (8) gave syn-anti-mixt. of the corresponding 1-naphthylbenzene complexes [(1-6-h)-2-(MeO)C6H4(2,3-Me2C10H6-1)]Cr(CO)3.

 
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