Abstract:<p><i>trans</i>-Cyclooctenes (TCOs) are
essential partners for the fastest known bioorthogonal reactions, but current
synthetic methods are limited by poor diastereoselectivity. Especially hard to access are hydrophilic TCOs
with favorable physicochemical properties for live cell or <i>in vivo </i>experiments.
Described is a new class of TCOs,
‘a-TCOs’, that is prepared in high yield via stereocontrolled 1,2-additions of
nucleophiles to trans-cyclooct-4-enone, which itself was p… Show more
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