Direct catalytic asymmetric and: Anti -selective vinylogous addition of butenolides to chromones

Jin Cui, Naoya Kumagai, Takumi Watanabe, Masakatsu Shibasaki

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

An anti-selective catalytic asymmetric Michael-type vinylogous addition of β,γ-butenolides to chromones was developed. The catalyst system developed herein is characterized by tuning of the steric and electronic effects using a proper Biphep-type chiral ligand to invert the diastereoselection, and improvement of the catalyst turnover by a coordinative phenolic additive. The catalytic protocol renders potentially biologically active natural product analogs accessible in good yield with moderate diastereoselectivity and high enantiomeric purity, mostly greater than 99% ee. This journal is

Original languageEnglish
Pages (from-to)7170-7176
Number of pages7
JournalChemical Science
Volume11
Issue number27
DOIs
Publication statusPublished - 2020 Jul 21
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

Fingerprint

Dive into the research topics of 'Direct catalytic asymmetric and: Anti -selective vinylogous addition of butenolides to chromones'. Together they form a unique fingerprint.

Cite this