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The 1,4-addition of thio nucleophiles to chiro-inositols containing a cinnamyl Michael acceptor proceeded with excellent diastereochemical induction and good yields. Cleavage of the inositol auxiliary provides β-thio hydrocinnamic acids in >99% ee's.

Graphical abstract: Inositols as chiral templates: 1,4-conjugate addition to tethered cinnamic esters

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