VERSATILE RELATIVE AND ABSOLUTE STEREOCONTROL IN STANNOUS TRIFLATE MEDIATED ALDOL-TYPE REACTIONS OF 3-(2-BENZYLOXYACETYL)THIAZOLIDINE-2-THIONE
- 5 May 1984
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 13 (5) , 753-756
- https://doi.org/10.1246/cl.1984.753
Abstract
In the stannous triflate mediated aldol-type reactions of 3-(2-benzyloxyacetyl)thiazolidine-2-thione, stereochemical course of the reactions is dramatically altered by the addition of tetramethylethylenediamine as a ligand. High asymmetric induction is also achieved by the addition of chiral diamine derived from L-prolin.Keywords
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- Stereoselective synthesis of β-hydroxy-α-methylcarboxylic acid thiol esters via vinyloxyboranesTetrahedron Letters, 1979