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Both enantiomeric oxides have been prepared from a single intermediate, (<jats:italic>R<\/jats:italic><jats:sub>P<\/jats:sub>)\u2010alkoxyphosphonium chloride, which is formed in the course of a selective dynamic kinetic resolution using a single enantiomer of menthol as the chiral auxiliary. The origin of the dual stereoselectivity lies in bifurcation of the reaction pathway of this intermediate, which works as a stereochemical railroad switch. Under controlled conditions, Arbuzov\u2010type collapse of this intermediate proceeds through C\uf8ffO bond fission with retention of the configuration at the phosphorus center. Conversely, alkaline hydrolysis of the P\uf8ffO bond leads to the opposite <jats:italic>S<\/jats:italic><jats:sub>P<\/jats:sub>\u2005enantiomer.<\/jats:p>","DOI":"10.1002\/anie.201309556","type":"journal-article","created":{"date-parts":[[2014,1,29]],"date-time":"2014-01-29T10:39:04Z","timestamp":1390991944000},"page":"1906-1909","source":"Crossref","is-referenced-by-count":65,"title":["Turning Regioselectivity into Stereoselectivity: Efficient Dual Resolution of P\u2010Stereogenic Phosphine Oxides through Bifurcation of the Reaction Pathway of a Common Intermediate"],"prefix":"10.1002","volume":"53","author":[{"given":"Kirill","family":"Nikitin","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kamalraj V.","family":"Rajendran","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Helge","family":"M\u00fcller\u2010Bunz","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Declan G.","family":"Gilheany","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2014,1,29]]},"reference":[{"key":"e_1_2_2_1_2","unstructured":"A multiplicity of names for the concept has arisen. 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