C2-symmetric N,N′-bis(terpenyl)ethylenediamines - Synthesis and application in the enantioselective nitroaldol reaction

Sanjay V. Malhotra, Herbert C. Brown

Research output: Contribution to journalArticlepeer-review

7 Scopus citations

Abstract

Optically pure C2-symmetric chiral diamines, have been synthesized by the reaction of terpenylamines with diethyloxalate, followed by the reduction of diamide with BH3-BF3. The methodology has been successfully applied and high yields achieved in the synthesis of chiral diamines derived from terpenes such as α-pinene, β-pinene, and 2-iso- and 4-carenes. These chiral diamines are found to be to be highly effective in inducing chirality in the nitroaldol reaction.

Original languageEnglish (US)
Pages (from-to)14264-14269
Number of pages6
JournalRSC Advances
Volume4
Issue number27
DOIs
StatePublished - 2014
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)

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