Catalytic Asymmetric Prins Bicyclization for the endo-Selective Formation of 2,6-dioxabicyclo[2.2.2]octanes
Catalytic Asymmetric Prins Bicyclization for the endo-Selective Formation of 2,6-dioxabicyclo[2.2.2]octanes
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催化不对称原素双环化内选择性形成 2,6-二氧杂双环[2.2.2]辛烷
DOI:
10.1002/chem.201600847
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发表时间:
2016-04-25
影响因子:
4.3
通讯作者:
Goeke, Andreas
中科院分区:
文献类型:
--
作者:
Liu, Jie;Zhou, Lijun;Goeke, Andreas
A new Lewis acid-catalyzed endo-selective Prins bicyclization of gamma,delta-unsaturated aldehydes or ketones with a broad range of aldehydes to dioxabicyclo[2.2.2]octanes is disclosed. When using a chiral BINOL-derived N-triflyl-phosphoramide (NTPA) as catalyst and glyoxylate esters as substrates, the cross-dimerization afford functionalized bicyclic acetals with excellent diastereo-and enantioselectivities.