Abstract

Abstract The potential of (S,S)-3,5-bis(α-trimethylsilyloxyethyl)-1,2,4-triazole 3 and (S,S)-3,5-bis(α-methoxyethyl)-1,2,4-triazole 9 as chiral synthetic intermediates has been investigated. Reaction of the chiral triazole 3 with ethyl 2-bromopropionate and subsequent treatment with LDA followed by quenching with an electrophile gave either esters 5 or lactones 6&7 in good yields with generally excellent diastereoselectivities.

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