Sodium hydride activates ruthenium carbene complexes to catalyze hydrogenation reactions subsequent to ring closing olefin metathesis. Under these conditions, hydrogenation of cyclopentenols proceeds smoothly at ambient temperature and under 1 atm of hydrogen in toluene. An alternative protocol was developed that involves the formation of hydrogen in situ by reaction of excess sodium hydride with protic functional groups and water.
First and second generation Grubbs' catalyst mediate under otherwise identical conditions two different cyclization modes with high selectivity: a ring-closing metathesis and an atom-transfer radical addition (ATRA) pathway.
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