Remarkable influence of secondary catalyst site on enantioselective desymmetrization of cyclopentenedione

Madhu Sudan Manna, Santanu Mukherjee

Research output: Contribution to journalArticlepeer-review

89 Scopus citations

Abstract

An efficient, robust and highly enantioselective catalytic desymmetrization of 2,2-disubstituted cyclopentene-1,3-diones is developed via direct vinylogous nucleophilic addition of deconjugated butenolides. A remarkable influence of the secondary catalyst site on the enantioselectivity points towards an intriguing mechanistic scenario, possibly by triggering a change in catalyst conformation.

Original languageEnglish (US)
Pages (from-to)1627-1633
Number of pages7
JournalChemical Science
Volume5
Issue number4
DOIs
StatePublished - Apr 2014
Externally publishedYes

ASJC Scopus subject areas

  • General Chemistry

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