Efficient Synthesis of (P-Chirogenic) o-Boronated Phosphines from sec-Phosphine Boranes

Boranes
DOI: 10.1021/acs.orglett.5b00167 Publication Date: 2015-02-13T18:33:03Z
ABSTRACT
An efficient synthesis of boronated phosphines with an o-phenylene-bridge prepared from sec-phosphine boranes and using benzyne chemistry is reported. Successive reactions n-BuLi 1,2-dibromobenzene, then boron reagents, afford the o-boronatophenylphosphine derivatives in 71% yields. The use P-chirogenic leads to free retention configuration at P-center after decomplexation. reaction KHF2 affords corresponding trifluoroborated phosphine ee >98%.
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