Imine Domino Reactions Generate Novel Scaffolds: Fused Bisthiazolidines or Bisthiiranes

Novel domino processes that involve sequential reactions via iminium ions derived from beta-amino thiols or beta-amino alcohols were developed to form bisthiazolidines or bisthiiranes, respectively. The heterocycles were synthesized from readily available starting materials, forming four new chemica...

Full description

Saved in:
Bibliographic Details
Published inSynlett no. 7; pp. 1090 - 1094
Main Authors Saiz, Cecilia, Castillo, Valerie, Graciela Mahler, S.
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 01.04.2012
Subjects
Online AccessGet more information

Cover

Loading…
More Information
Summary:Novel domino processes that involve sequential reactions via iminium ions derived from beta-amino thiols or beta-amino alcohols were developed to form bisthiazolidines or bisthiiranes, respectively. The heterocycles were synthesized from readily available starting materials, forming four new chemical bonds in one process without the use of metals. The regioselectivity of the transformation could be explained on the basis of calculations of the coefficients of the frontier orbitals.
ISSN:0936-5214
DOI:10.1055/s-0031-1290621