Camphor sulfonyl hydrazines (CaSH) as organocatalysts in enantioselective Diels-Alder reactions

Hao He, Bao Jian Pei, Ho Hsuan Chou, Tian Tian, Wing Hong CHAN, Albert W M LEE

Research output: Contribution to journalArticlepeer-review

59 Citations (Scopus)

Abstract

(Chemical Equation Presented) Cyclic sulfonyl hydrazine was demonstrated for the first time as a new functionality for organocatalysis. A series of six-membered cyclic hydrazines derived from camphor sulfonic acid were synthesized. With trichloroacetic acid as cocatalyst, they are efficient organocatalysts for enantioselective Diels-Alder reactions with good chemical yields and up to 96% ee. The reactions took place in brine at 0 °C to room temperature.

Original languageEnglish
Pages (from-to)2421-2424
Number of pages4
JournalOrganic Letters
Volume10
Issue number12
DOIs
Publication statusPublished - 2008

Scopus Subject Areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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