BF3·OEt2-mediated syn-selective Meyer–Schuster rearrangement of phenoxy propargyl alcohols for Z-β-aryl-α,β-unsaturated esters?
Organic & Biomolecular Chemistry Pub Date: 2016-06-22 DOI: 10.1039/C6OB01090C
Abstract
Synthesis of Z-β-aryl-α,β-unsaturated esters from readily available 1-aryl-3-phenoxy propargyl alcohols is achieved via a BF3-mediated syn-selective Meyer–Schuster rearrangement under ambient conditions. The reaction mechanism is postulated to involve an electrophilic borylation of an allene intermediate as the key step to kinetically control the stereoselectivity.
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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