NEW SUGAR BASED γ-AMINO SILYL ETHER ORGANOCATALYSTS FOR ASYMMETRIC MICHAEL ADDITION OF β-KETO ESTERS WITH NITROOLEFINS

Divakar Ganesan, Perumalsamy Parasuraman, Zubeda Begum, Rajkumar Thiyagarajan, Chigusa Seki, Yuko Okuyama, Eunsang Kwon, Koji Uwai, Michio Tokiwa, Suguru Tokiwa, Mitsuhiro Takeshita, Hiroto Nakano

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Abstract

New sugar based γ-amino silyl ether organocatalysts were synthesized and their catalytic ability was examined in asymmetric Michael addition of β-keto esters with nitroolefins affording chiral Michael adducts with quaternary carbon stereocenter in good to excellent chemical yields, diastereoselectivities and moderate enantioselectivities (up to 97%, up to dr. 85:15, up to 56% ee).

Original languageEnglish
Pages (from-to)369-382
Number of pages14
JournalHeterocycles
Volume105
Issue number1
DOIs
Publication statusPublished - 2022

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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