共 31 条
Transfer of axial chirality through the nickel-catalysed hydrocyanation of chiral allenes
被引:30
作者:

Amako, Yuka
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h-index: 0
机构:
Chiba Univ, Grad Sch Pharmaceut Sci, Chuo Ku, 1-8-1 Inohana, Chiba, Japan Chiba Univ, Grad Sch Pharmaceut Sci, Chuo Ku, 1-8-1 Inohana, Chiba, Japan

Arai, Shigeru
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机构:
Chiba Univ, Grad Sch Pharmaceut Sci, Chuo Ku, 1-8-1 Inohana, Chiba, Japan Chiba Univ, Grad Sch Pharmaceut Sci, Chuo Ku, 1-8-1 Inohana, Chiba, Japan

Nishida, Atsushi
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h-index: 0
机构:
Chiba Univ, Grad Sch Pharmaceut Sci, Chuo Ku, 1-8-1 Inohana, Chiba, Japan Chiba Univ, Grad Sch Pharmaceut Sci, Chuo Ku, 1-8-1 Inohana, Chiba, Japan
机构:
[1] Chiba Univ, Grad Sch Pharmaceut Sci, Chuo Ku, 1-8-1 Inohana, Chiba, Japan
关键词:
DYNAMIC KINETIC RESOLUTION;
AEROBIC CONDITIONS;
ALDEHYDES;
RACEMIZATION;
CYCLIZATION;
COMPLEXES;
PALLADIUM;
MECHANISM;
SILANES;
ALKENES;
D O I:
10.1039/c7ob00047b
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
The transfer of axial chirality of allenes is beginning to be exploited as a powerful method for creating central chirality, particularly through the use of transition metal catalysis. In this communication, the transfer of axial chirality of chiral allenes via nickel-catalysed hydrocyanation is achieved through both regio- and face-selective hydronickelation as well as regioselective reductive elimination. This protocol was applied to 12 substrates and gave chiral carbonitriles with up to 97% ee. Further application to hydrocyanative cyclization using a chiral allene-yne is also presented, along with a discussion of the corresponding mechanism of racemization.
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收藏
页码:1612 / 1617
页数:6
相关论文
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