Thiazaborolidines and BH3 adducts derived from thioephedrines

Alejandro Cruz, Angelina Flores-Parra, Hugo Tlahuext, Rosalinda Contreras

Research output: Contribution to journalArticlepeer-review

21 Scopus citations

Abstract

The synthesis of 1,3,2-thiazaborolidine and 2,3-dihydro-2,1,3-borathiazolidines from reaction of ephedrine disulfide and 3,4-dimethyl-5-phenyl-1,3-thiazolidine-2-thione with BH3-THF is reported. The two reactions afforded optically active borohydride heterocycles. The X-ray diffraction structure of (1R,2R)-(-)-chlorodeoxy-pseudo-ephedrine hydrochloride, (1R,2R)-(-)-thiosulfonic ddeoxy-pseudo-ephedrine and (3S,4R,5R)-(+)-dihydro-3,4-dimethyl-5-phenyl-2,1,3-borathiazolidine are reported.

Original languageEnglish
Pages (from-to)1933-1940
Number of pages8
JournalTetrahedron Asymmetry
Volume6
Issue number8
DOIs
StatePublished - Aug 1995
Externally publishedYes

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