气候变化领域集成服务门户(CCPortal): Boron-enabled geometric isomerization of alkenes via selective energy-transfer catalysis

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DOI	10.1126/science.abb7235
	Boron-enabled geometric isomerization of alkenes via selective energy-transfer catalysis
	Molloy J.J.; Schäfer M.; Wienhold M.; Morack T.; Daniliuc C.G.; Gilmour R.
发表日期	2020
ISSN	10959203
起始页码	302
结束页码	306
卷号	369 期号:6501
英文摘要	Isomerization-based strategies to enable the stereodivergent construction of complex polyenes from geometrically defined alkene linchpins remain conspicuously underdeveloped. Mitigating the thermodynamic constraints inherent to isomerization is further frustrated by the considerations of atom efficiency in idealized low-molecular weight precursors. In this work, we report a general ambiphilic C3 scaffold that can be isomerized and bidirectionally extended. Predicated on highly efficient triplet energy transfer, the selective isomerization of β-borylacrylates is contingent on the participation of the boron p orbital in the substrate chromophore. Rotation of the C(sp2)-B bond by 90° in the product renders re-excitation inefficient and endows directionality. This subtle stereoelectronic gating mechanism enables the stereocontrolled syntheses of well-defined retinoic acid derivatives. Copyright © 2020 The Authors, some rights reserved; exclusive licensee American Association for the Advancement of Science. No claim to original U.S. Government Works.
语种	英语
来源机构	Science (New York, N.Y.)
文献类型	期刊论文
条目标识符	http://gcip.llas.ac.cn/handle/2XKMVOVA/133331
推荐引用方式 GB/T 7714	Molloy J.J.,Schäfer M.,Wienhold M.,et al. Boron-enabled geometric isomerization of alkenes via selective energy-transfer catalysis[J]. Science (New York, N.Y.),2020,369(6501).
APA	Molloy J.J.,Schäfer M.,Wienhold M.,Morack T.,Daniliuc C.G.,&Gilmour R..(2020).Boron-enabled geometric isomerization of alkenes via selective energy-transfer catalysis.,369(6501).
MLA	Molloy J.J.,et al."Boron-enabled geometric isomerization of alkenes via selective energy-transfer catalysis".369.6501(2020).