The direct asymmetric vinylogous aldol reaction of furanones with α-ketoesters: Access to chiral γ-Butenolides and glycerol derivatives

Jie Luo, Haifei Wang, Xiao Han, Liwen Xu, Jacek Kwiatkowski, Kuo-Wei Huang, Yixin Lu

Research output: Contribution to journalArticlepeer-review

119 Scopus citations

Abstract

Twice as good: The title reaction using the tryptophan-derived bifunctional organic catalyst 1 has been developed. The reported method led to the synthesis of chiral γ-substituted butenolides in excellent yields, with high diastereo- and enantioselectivities. Facile synthesis of chiral glycerol derivatives containing a tertiary hydroxy group has also been demonstrated. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Original languageEnglish (US)
Pages (from-to)1861-1864
Number of pages4
JournalAngewandte Chemie International Edition
Volume50
Issue number8
DOIs
StatePublished - Jan 11 2011

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: We thank the National University of Singapore and the Ministry of Education (MOE) of Singapore (R-143-000-362-112) for generous financial support.

ASJC Scopus subject areas

  • General Chemistry
  • Catalysis

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