环加成
对映选择合成
化学
二烯
异戊二烯
环己烯
有机化学
组合化学
催化作用
共聚物
聚合物
天然橡胶
作者
Nicolai Cramer,Elena Braconi
标识
DOI:10.1002/ange.202112148
摘要
Abstract The cyclohexene motif is ubiquitous in nature and specialty chemicals. A straightforward selective access to chiral cyclohexenes from unactivated dienes and dienophiles is not feasible by classical Diels–Alder reaction and constitutes an unsolved synthetic challenge. We report a mild and enantioselective iron‐catalyzed cross‐[4+2]‐cycloaddition of unactivated dienes providing access to chiral 1,3‐substituted vinyl‐cyclohexenes. The development of bis ‐dihydroisoquinoline ligands was vital to obtain iron complexes that display high reactivities and excellent chemo‐, regio‐ and enantioselectivities towards the targeted cyclohexenes. A range of diene substrates is well accommodated including feedstocks like butadiene, isoprene and myrcene. The structures of different iron complexes are mapped by X‐ray crystallographic analysis and linked to their performance.
科研通智能强力驱动
Strongly Powered by AbleSci AI