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20.5.1.7.6.4 Method 4: Use of Metals in Protic Solvents as Reducing Agents

DOI: 10.1055/sos-SD-020-00774

Zhang, M.; Hanson, P. R.Science of Synthesis, (200720899.

The combination of magnesium in methanol offers an efficient, convenient, and selective method for the reduction of C=C[‌186‌] or CC[‌187‌] bonds conjugated to esters to give the saturated derivatives 159 and 160 in good yields (Scheme 43). Heteroatom-substituted esters give even better yields.[‌188‌,‌189‌] Several α,β-unsaturated esters containing distant C=C bonds or other multiple bonds are selectively reduced at the α,β-bonds using this system, leaving other functional groups unaffected.[‌190‌]

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