SYNTHESIS OF CHIRAL MOLECULES FROM NONCHIRAL CRYSTALS BY CONTROLLED REACTION AT A SINGLE SURFACE

SYNTHESIS OF CHIRAL MOLECULES FROM NONCHIRAL CRYSTALS BY CONTROLLED REACTION AT A SINGLE SURFACE
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DOI:
10.1039/p29860001775
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发表时间:
1986-11-01
期刊:
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2
影响因子:
--
通讯作者:
RICHARDSON, MF
RICHARDSON, MF
中科院分区:
其他
文献类型:
--
作者:
CHENCHAIAH, PC;HOLLAND, HL;RICHARDSON, MF

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描述了在有机化合物单晶的单面进行反应的程序,以四氧化锇对顺式二羟基化的顺式二羟基化的顺式二羟基化和顺式二羟基化的顺式二羟基化的顺式二羟基化进行了描述。对于晶体状态下取向合适的分子,以这种方式进行的反应可以从非手性晶体和试剂产生对映体富集的产物。对映体过量取决于晶体质量;己酸与四氧化锇或溴蒸气的反应已达到高达 30% 的值。
A procedure is described for performing reactions at a single face of a single crystal of organic compounds, using as examples the cis-dihydroxylation of tiglic and crotonic acids by osmium tetraoxide, and the dibromination of tiglic acid. For molecules whose orientation in the crystalline state is appropriate, reactions carried out in this way can produce enantiomerically enriched products from a non-chiral crystal and reagent. Enantiomeric excesses are dependent upon the crystal quality; values up to 30% have been achieved in the reactions of tiglic acid with osmium tetraoxide or bromine vapour.