Efficient Asymmetric Syntheses of 1‑Phenyl-phosphindane, Derivatives, and 2- or 3‑Oxa Analogues: Mission Accomplished

A highly
enantioselective synthesis of unsubstituted 1-phenyl-phosphindane
and its P-borane and P-oxide derivatives
was effectively established via a new fluoride-triggered desilylative
carbocyclization strategy. Preparation of the “oxygen atom-doped”
1-phenyl-3-oxa-1-phosphindane-P-borane analogue was
otherwise achieved via a tandem P-α-iodination–intra-O-alkylation.

本研究通过新型氟化物引发的脱硅基碳环化策略，成功建立了未取代1-苯基磷茚满及其磷-硼烷、磷氧化物衍生物的高对映选择性合成方法。此外，通过串联磷-α-碘化-分子内O-烷基化反应，成功制备了“氧原子掺杂”的1-苯基-3-氧杂-1-磷茚满-磷-硼烷类似物。