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...
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Published in | Synlett no. 7; pp. 1090 - 1094 |
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Main Authors | , , |
Format | Journal Article |
Language | English |
Published |
STUTTGART
Thieme Medical Publishers
01.04.2012
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Subjects | |
Online Access | Get more information |
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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. |
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ISSN: | 0936-5214 |
DOI: | 10.1055/s-0031-1290621 |