Pd-catalyzed oxa-[4+n] dipolar cycloaddition using 1,4-O/C dipole synthons for the synthesis of O-heterocycles
  • Cho, Ho-Jun
  • Kim, Ju Hyun
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초록

Transition metal-catalyzed dipolar cycloaddition is one of the most efficient and powerful synthetic strategies to produce diverse heterocycles. In particular, for the construction of oxygen-containing heterocycles, which are valuable structural motifs found in pharmaceuticals and natural compounds, transition metal-catalyzed oxa-dipolar cycloaddition using an oxygen-containing dipole has emerged as a promising method. In recent years, the 1,4-O/C dipole synthons 2-alkylidenetrimethylene carbonate and 2-hydroxymethylallyl carbonate have been developed and successfully applied to palladium-catalyzed oxa-[4 + n] dipolar cycloadditions with diverse dipolarophiles. In this review, we summarize recent advances in palladium-catalyzed oxa-[4 + n] dipolar cycloadditions using 1,4-O/C dipoles including asymmetric catalysis and divergent catalysis toward five- to nine-membered O-heterocycles.

키워드

RING-CLOSURE REACTIONSASYMMETRIC-SYNTHESISPALLADIUMTRIMETHYLENEMETHANEMETHYLENETETRAHYDROFURANSANNULATIONSCYCLIZATION
제목
Pd-catalyzed oxa-[4+n] dipolar cycloaddition using 1,4-O/C dipole synthons for the synthesis of O-heterocycles
저자
Cho, Ho-JunKim, Ju Hyun
DOI
10.1039/d3ob01619f
발행일
2023-12
유형
Review
저널명
Organic and Biomolecular Chemistry
21
48
페이지
9507 ~ 9518