Synthesis of highly enantio-enriched stereoisomers of hydroxy-GR24

被引:13
作者
Morris, J. C. [1 ]
McErlean, C. S. P. [1 ]
机构
[1] Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia
基金
澳大利亚研究理事会;
关键词
INTRAMOLECULAR 2+2 CYCLOADDITION; STRIGOLACTONE ANALOGS; BIOLOGICAL-ACTIVITY; OROBANCHE-CUMANA; PLANT HORMONES; GERMINATION; STRIGA; SEEDS; RHIZOSPHERE; MOLECULES;
D O I
10.1039/c5ob02349a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In contrast to a biomimetic electrophilic cyclisation cascade, we employ a contra-biomimetic nucleophilic cyclisation cascade to give the tricyclic core of 4-hydroxy-GR24 in a single step. Kinetic resolution using a stereoselective Noyori transfer hydrogenation enables the concise synthesis of any enantiomerically enriched 4-hydroxy-GR24 stereoisomer.
引用
收藏
页码:1236 / 1238
页数:3
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