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Enantioselective synthesis of a hindered furyl substituted allyl alcohol intermediate: a case study in asymmetric synthesis
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A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä
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en
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TETRAHEDRON-ASYMMETRY, issue 15, pp. 1637-1643
Abstract
In the course of the synthesis of the DEFG ring system of cneorin C 1, we were faced with the task of preparing the furyl substituted allyl alcohol 5 enantioselectively. Several different methods starting from enantioselective zinc-mediated alkylations were attempted, but none of them proved entirely satisfactory. The solution turned out to be enzymatic kinetic resolution through a highly enantioselective (E > 300) acylation in the presence of Candida antarctica lipase A.
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Pihko, A J, Lundell, K, Kanerva, L & Koskinen, A M P 2004, 'Enantioselective synthesis of a hindered furyl substituted allyl alcohol intermediate: a case study in asymmetric synthesis', TETRAHEDRON-ASYMMETRY, no. 15, pp. 1637-1643. https://doi.org//10.1016/j.tetasy.2004.04.004