Abstract
The first intermolecular Pauson-Khand reaction, conducted using internal alkynylboronic esters, allows the installation of the boronic ester moiety at the β-position of the cyclopentenone with total regio- and stereoselectivity.
Highlights
The first intermolecular Pauson–Khand reaction, conducted using internal alkynylboronic esters, allows the installation of the boronic ester moiety at the b-position of the cyclopentenone with total regio- and stereoselectivity
Our proposal is based on a two-step strategy and its usefulness lies in the use of internal alkynylboronic esters, which take advantage of the polarization along the triple bond falling into a specific case of biased internal alkynes (Scheme 1, route d)
Internal alkynylboronic esters are versatile synthons that have been successfully used in a vast array of reactions such as standard Suzuki–Miyaura crosscoupling reactions[9] or cycloaddition reactions,[10] but its use in the Pauson–Khand reaction (PKR) is surprisingly unprecedented in the literature
Summary
The first intermolecular Pauson–Khand reaction, conducted using internal alkynylboronic esters, allows the installation of the boronic ester moiety at the b-position of the cyclopentenone with total regio- and stereoselectivity.
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