The non-metathetic role of Grubbs' carbene complexes: from hydrogen-free reduction of α,β-unsaturated alkenes to solid-supported sequential cross-metathesis/reduction?

Chemical Communications Pub Date: 2010-11-29 DOI: 10.1039/C0CC04115G

Abstract

An efficient and high-yielding “hydrogen-free” reduction of α,β-unsaturated alkenes was carried out employing Grubbs' catalyst in a non-metathetic role and Et3SiH. Conditions were optimized under microwave irradiation. Application to the solid-phase organic synthesis allows a facile construction of sp3–sp3carbon bonds through a sequential cross metathesis/olefin reduction.

Graphical abstract: The non-metathetic role of Grubbs' carbene complexes: from hydrogen-free reduction of α,β-unsaturated alkenes to solid-supported sequential cross-metathesis/reduction
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