ASYMMETRIC-SYNTHESIS OF ALPHA-SUBSTITUTED BENZYL ALCOHOLS VIA THE STEREOSELECTIVE ADDITION OF NUCLEOPHILES TO HOMOCHIRAL TRICARBONYL(ETA-6-O-TRIALKYLSILYLBENZALDEHYDE)CHROMIUM(O) COMPLEXES

ASYMMETRIC-SYNTHESIS OF ALPHA-SUBSTITUTED BENZYL ALCOHOLS VIA THE STEREOSELECTIVE ADDITION OF NUCLEOPHILES TO HOMOCHIRAL TRICARBONYL(ETA-6-O-TRIALKYLSILYLBENZALDEHYDE)CHROMIUM(O) COMPLEXES
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DOI:
10.1039/p19900000393
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发表时间:
1990-02-01
期刊:
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
影响因子:
--
通讯作者:
GOODFELLOW, CL
GOODFELLOW, CL
中科院分区:
其他
文献类型:
--
作者:
DAVIES, SG;GOODFELLOW, CL

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在存在或不存在强路易斯酸的情况下,亲核剂与tricarbonyl(.eta.6-o-trialkylsilybenzaldehyde)chromium(0)络合物的加成反应具有互补的非对映选择性。高手性醛配合物的现成,通过L-缬氨醇的经典拆分,允许合成具有高对映体过剩的α-取代苯甲醇。
The addition of nucleophiles to tricarbonyl(.eta.6-o-trialkylsilybenzaldehyde)chromium(0) complexes proceeds with complementary diastereoselectivities in the presence or absence of strong Lewis acids. The ready availability of homochiral aldehyde complexes, via classical resolution with L-valinol, permits the synthesis of alpha substituted benzyl alcohols with high enantiomeric excesses.