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A new strategy for the synthesis of ?-benzylmercaptoethylamine derivatives.

ABSTRACT: Here we describe a new experimental approach to the synthesis of the ?-benzylmercaptoethylamine functionality and illustrate its synthetic utility in multi-component reactions. Although prevalent in modern organic synthesis, no general methods have been described for this functionality. Using a carefully developed LiOH-water-ethanol reaction mixture we were able to produce a diverse collection of ?-benzylmercaptoethylamines containing a range of sensitive functional groups in excellent yields. To further illustrate their utility in molecular library synthesis, we also report the use of ?-benzylmercaptoethylamines in five different multi-component reactions.

SUBMITTER: Ghosh S

PROVIDER: S-EPMC3670100 | biostudies-literature | 2009 Apr

REPOSITORIES: biostudies-literature

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A new strategy for the synthesis of β-benzylmercaptoethylamine derivatives.

Ghosh Subrata S Tochtrop Gregory P GP

Tetrahedron letters 20090401 15

Here we describe a new experimental approach to the synthesis of the β-benzylmercaptoethylamine functionality and illustrate its synthetic utility in multi-component reactions. Although prevalent in modern organic synthesis, no general methods have been described for this functionality. Using a carefully developed LiOH-water-ethanol reaction mixture we were able to produce a diverse collection of β-benzylmercaptoethylamines containing a range of sensitive functional groups in excellent yields. T ...[more]

PMID: 23741077

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