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N ‐Heterocyclic Carbene Catalyzed [3+2] Cycloaddition of Enals with β,γ ‐Unsaturated α ‐Ketimino Esters for the Synthesis of Multisubstituted Cyclopentanone
Author(s) -
Shi XiaoQian,
Dong MengDie,
Duan XiaoYong,
Cao TengLiang,
Qi Jing
Publication year - 2020
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201901144
Subject(s) - cyclopentanone , chemistry , cycloaddition , carbene , catalysis , substrate (aquarium) , organic chemistry , combinatorial chemistry , oceanography , geology
A convenient strategy of N ‐heterocyclic carbene catalyzed [3+2] cycloaddition of enals with β,γ ‐unsaturated α ‐ketimino esters is developed. This effective protocol features mild reaction conditions and broad substrate scope, which enables the rapid assembly of various benzoxazinone derived cyclopentanone scaffolds in good to high yields with excellent diastereoselectivities.