香豆素的不对称共轭还原。托特罗定和相关香豆素衍生物的新途径。
Asymmetric conjugate reductions of coumarins. A new route to tolterodine and related coumarin derivatives.
机构信息
Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106, USA.
出版信息
Org Lett. 2009 Dec 3;11(23):5374-7. doi: 10.1021/ol9020404.
PMID:19877705
Abstract
The combination of catalytic amounts of [(R)-DTBM-SEGPHOS]CuH in the presence of stoichiometric DEMS (diethoxymethylsilane) in toluene at room temperature leads to asymmetric reductions of 4-substituted coumarins. Several targets or their known precursors can be prepared in high yields and ee's, including the muscarine receptor antagonist (R)-tolterodine.
摘要
在室温下，催化量的[(R)-DTBM-SEGPHOS]CuH 与化学计量的 DEMs（二乙氧基甲基硅烷）在甲苯中的组合导致 4-取代香豆素的不对称还原。可以以高收率和对映体过量制备几种目标物或其已知前体，包括毒蕈碱受体拮抗剂（R）-托特罗定。
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