Synthesis of a New <i>N</i>-Acetyl
Thiazolidinethione Reagent and Its
Application to a Highly Selective
Asymmetric Acetate Aldol Reaction
Yingchao Zhang
Tarek Sammakia
10.1021/ol048810t.s001
https://acs.figshare.com/articles/journal_contribution/Synthesis_of_a_New_i_N_i_Acetyl_Thiazolidinethione_Reagent_and_Its_Application_to_a_Highly_Selective_Asymmetric_Acetate_Aldol_Reaction/3326437
A new <i>N</i>-acetyl thiazolidinethione reagent, which undergoes highly diastereoselective aldol reactions upon enolization with dichlorophenylborane
and (−)-sparteine and subsequent treatment with a variety of aldehydes, is described. This reagent is pseudoenantiomeric to an l-<i>tert</i>-leucine-derived reagent recently described by us and is useful because it avoids the prohibitively costly d-<i>tert</i>-leucine.
2004-09-02 00:00:00
New N
acetyl thiazolidinethione reagent
Acetyl Thiazolidinethione Reagent
diastereoselective aldol reactions
Selective Asymmetric Acetate Aldol Reaction
tert