Catalyst-free selenylation/semipinacol rearrangement cascades of alkenyl cyclobutanols: synthesis of beta-selenylated cyclopentanones

Citations

WEB OF SCIENCE

11
Citations

SCOPUS

12

초록

A simple and practical strategy to access beta-selenated cyclic ketone derivatives through the catalyst-free selenylation and semipinacol rearrangement sequence of 1-(1-arylvinyl)cyclobutanols was developed. This reaction employs the easily accessible and shelf-stable benzeneselenyl bromide as an electrophilic selenium source, and the reaction has advantages of mild reaction conditions and broad substrate scope. [GRAPHICS] .

키워드

1,2-Alkyl migration1-(1-arylvinyl)cyclobutanolsbenzeneselenyl bromideselenylationsemipinacol rearrangementVISIBLE-LIGHT PHOTOREDOXASYMMETRIC-SYNTHESISSEMIPINACOL REARRANGEMENTMIGRATION SEQUENCESELECTROPHILIC CYCLIZATIONSTEREOSELECTIVE-SYNTHESISRING EXPANSIONKETO ACIDSTETRAHYDROQUINOLINESSELENIDES
제목
Catalyst-free selenylation/semipinacol rearrangement cascades of alkenyl cyclobutanols: synthesis of beta-selenylated cyclopentanones
저자
Kim, Dae Young
DOI
10.1080/00397911.2019.1616762
발행일
2019-09-02
유형
Article
저널명
Synthetic Communications
49
17
페이지
2203 ~ 2209