Efficient synthesis of chiral Δ2-1,3,4-thiadiazolines from α-pinene and verbenone

Gabriela P. Sarmiento, Pablo D. Rouge, Lucas Fabian, Daniel Vega, Rosa M. Ortuño, Graciela Y. Moltrasio, Albertina G. Moglioni

Research output: Contribution to journalArticleResearchpeer-review

6 Citations (Scopus)

Abstract

The synthesis of chiral cyclobutane 1,3,4-thiadiazoline derivatives starting from (-)-α-pinene and (-)-verbenone was studied. The diastereoisomeric excesses of the products obtained depended strongly upon the starting chiral ketone. The stereochemical assignments of the synthesized compounds were performed by NMR spectroscopy, X-ray analysis, and theoretical calculations. © 2011 Elsevier Ltd. All rights reserved.
Original languageEnglish
Pages (from-to)1924-1929
JournalTetrahedron Asymmetry
Volume22
Issue number20-22
DOIs
Publication statusPublished - 30 Nov 2011

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