Recent Developments in the Scope, Practicality, and Mechanistic Understanding of Enantioselective Hydroformylation,Accounts of Chemical Research

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Recent Developments in the Scope, Practicality, and Mechanistic Understanding of Enantioselective Hydroformylation
Accounts of Chemical Research ( IF 16.4 ) Pub Date : 2018-08-17 00:00:00 , DOI: 10.1021/acs.accounts.8b00335
Anna C. Brezny ₁ , Clark R. Landis ₁

Affiliation

In the nearly 80 years since catalytic hydroformylation was first reported, hundreds of billions of pounds of aldehyde have been produced by this atom efficient one-carbon homologation of alkenes in the presence of H₂ and CO. Despite the economy and demonstrated scalability of hydroformylation, the enantioselective process (asymmetric hydroformylation, AHF) currently does not contribute significantly to the production of chiral aldehydes and their derivatives. Current impediments to practical application of AHF include low diversity of chiral ligands that provide effective rates and selectivities, limited exploration of substrate scope, few demonstrations of efficient flow reactor processes, and incomplete mechanistic understanding of the factors that control reaction selectivity and rate. This Account summarizes developments in ligand design, substrate scope, reactor technology, and mechanistic understanding that advance AHF toward practical and atom-efficient production of chiral α-stereogenic aldehydes.

中文翻译：

对映选择性加氢甲酰基化的范围，实用性和机理理解的最新进展

自首次报道催化加氢甲酰化以来的近80年中，在H ₂的存在下，烯烃的这种原子有效的一碳同系化反应已产生了数千亿磅的醛。尽管经济并且证明了加氢甲酰化的可扩展性，但是对映选择性过程（不对称加氢甲酰化，AHF）目前对手性醛及其衍生物的生产没有显着贡献。目前AHF实际应用的障碍包括手性配体的多样性低，无法提供有效的速率和选择性，对底物范围的探索有限，几乎没有关于有效流动反应器工艺的演示，以及对控制反应选择性和速率的因素的不完整的机械理解。该帐户总结了配体设计，底物范围，反应器技术和机械理解方面的进展，这些进展使AHF朝着实用，原子高效地生产手性α-立体异构醛的方向发展。

更新日期：2018-08-17

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