Asymmetric transfer hydrogenation of α,β-unsaturated, α-tosyloxy and α-substituted ketones
Asymmetric transfer hydrogenation of α,β-unsaturated, α-tosyloxy and α-substituted ketones
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DOI：
10.1016/j.tet.2005.11.036
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发表时间：
2006-02-20
期刊：
影响因子：
2.1
通讯作者：
Wills, M
中科院分区：
文献类型：
--
作者：
Peach, P;Cross, DJ;Wills, M
Asymmetric transfer hydrogenation of cyclic and acyclic alpha,beta-unsaturated ketones catalysed by eta(6)-p-cymene/ruthenium(II) and eta(5)-pentamethylcyclopentadienyl/rhodium(III) complexes have been investigated. Cyclic or alpha,beta-unsaturated ketones appeared to be more Suitable substrates for the synthesis of enantiomerically pure allylic alcohols than do acyclic alpha,beta-unsaturated ketones. A proposed mechanism for the formation of 4-phenyl-[1,3]-dioxolan-2-one from alpha-tosyloxy- and halo-substituted acetophenones is discussed. The results of further investigations into the reduction of a range of alpha-tosyloxyacetophenones and the dynamic kinetic resolution of alpha-substituted ketones is presented. (c) 2005 Elsevier Ltd. All rights reserved.
