Rhodium-Catalyzed Enantioselective Hydroselenation of Heterobicyclic Alkenes

Sifeng Li, Qingjing Yang, Zhaoxiang BIAN*, Jun WANG

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)

Abstract

A highly efficient Rh(I)/(S)-xyl-Binap catalytic system is developed for the asymmetric hydroselenation of various nonpolar olefins with diselenides. Under these mild reaction conditions, a wide range of heterobicyclic alkenes give selenol-incorporated adducts in excellent enantioselectivities (up to 97%) along with high yields (up to 96%) by overcoming self-promoted racemic hydroselenation. The strategy is also applied for kinetic resolution of unsymmetric oxabenzonorbornadiene.

Original languageEnglish
Pages (from-to)2781-2785
Number of pages5
JournalOrganic Letters
Volume22
Issue number7
DOIs
Publication statusPublished - 3 Apr 2020

Scopus Subject Areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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