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Catalyst control over pentavalent stereocentres
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DOI：10.1038/s41467-023-43750-w.png)
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摘要
En 中文
A monumental diversity of catalytic methods imparts the ability to select one of two configurations of tetravalent stereocentres. Conversely, catalyst control over pentavalent stereocentres, where a fifth moiety bound to the central atom encodes an expanded stereochemical space, remained a challenge to be accomplished. Herein, we report the feasibility of the catalytic tractability of pentavalent stereocentres. A bifunctional iminophosphorane thiourea catalyst enables enantio- and diastereocontrol over pentavalent phosphoranes to differentiate configurationally stable enantiomers and ensembles of diastereomers which emerge together from a single stereocentre. The desired dioxophosphorane stereoisomers are obtained with excellent yield and selectivity (up to 99% yield, 96:4 e.r. and 99:1 d.r.), while stereodivergent catalysis reroutes the reaction for selective access to each of the viable stereoisomeric states of pentavalent phosphoranes. Considering the diversity of high-valent main group species, it is expected that catalyst control over pentavalent stereocentres significantly increases the synthetically addressable stereochemical space. Pentavalent stereocentres encode an expanded stereochemical space, but their catalytic tractability remained unprecedented. In this report, the authors report that catalyst control over pentavalent stereocentres is feasible.
Keyword:
REVERSED APICOPHILICITY
PENTACOORDINATE
PSEUDOROTATION
INTERMEDIATE
THERMOLYSIS
MODEL
SPIROPHOSPHORANE
STEREOCHEMISTRY
PHOSPHORANES
DISPLACEMENT
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期刊
IF:
15.7
论文数:
9.4W
被引数:
91.2W
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引用论文
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