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- W2950872874 abstract "Both enantiomers of 2,3-dihy-droxythioester derivatives were prepared with almost perfect stereochemical control by chiral Lewis acid controlled synthesis (CLAC synthesis). CLAC synthesis means synthesis of all individual diastereomers or enantiomers from the same starting materials by designing chiral Lewis acids. For example, (Z)-1-ethyl-thio-1-(trimethylsiloxy)-2-(tert-butyldi-methylsiloxy)ethene (1) reacted with aldehydes in the presence of chiral tin(II) Lewis acids using (S)-1-methyl-2-[(isoin-dolinyl)methyl]pyrrolidine (4) and (S)-1-methyl-2-[(indolinyl)methyl]pyrrolidine (5) to afford enantiomeric dihydroxy-thioester derivatives. Chiral diamines 4 and 5, which were readily prepared from L-proline, differ only in the fusion point of the benzene ring connected to the pyrrolidine moiety. The unique selectivities were ascribed to the conformational difference between the chiral tin(II) Lewis acids of chiral diamines 4 and 5, and the function of chiral sources for obtaining high selectivities has also been clarified." @default.
- W2950872874 created "2019-06-27" @default.
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- W2950872874 date "2010-08-02" @default.
- W2950872874 modified "2023-09-26" @default.
- W2950872874 title "ChemInform Abstract: Chiral Lewis Acid Controlled Synthesis (CLAC Synthesis): Chiral Lewis Acids Influence the Reaction Course in Asymmetric Aldol Reactions for the Synthesis of Enantiomeric Dihydroxythioester Derivatives in the Presence of Chiral Diamine" @default.
- W2950872874 cites W2012419079 @default.
- W2950872874 doi "https://doi.org/10.1002/chin.199750041" @default.
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