摘要: A sequence of ring-closing metathesis and palladium-catalyzed formate reduction was developed for preparing O-heterocycles with an exocyclic olefin and applied to the asymmetric synthesis of zoapatanol. The key vicinal stereocenters in zoapatanol were constructed from the l-malic acid-derived lactone by successive chelation-controlled addition of alkyl groups. The O-allylations to prepare the dienes for RCM were achieved with the tertiary alcohols bearing internal olefins. The ring opening of oxepane, a new reaction pathway for the Pd-formate reduction, is also reported. [Display omitted] 出版者: Kidlington: Elsevier Ltd 出版日期: 2012-01-14 出處: Tetrahedron, 2012-01, Vol.68 (2), p.747-753 版權: 2011 Elsevier Ltd 版權: 2015 INIST-CNRS 識別號: ISSN: 0040-4020 識別號: EISSN: 1464-5416 識別號: DOI: 10.1016/j.tet.2011.10.023 識別號: CODEN: TETRAB