Efficient synthesis of (P-chirogenic) o-boronated phosphines from sec-phosphine boranes.
Org Lett
; 17(5): 1216-9, 2015 Mar 06.
Article
em En
| MEDLINE
| ID: mdl-25680028
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 of sec-phosphine boranes with n-BuLi and 1,2-dibromobenzene, and then with boron reagents, afford the o-boronatophenylphosphine derivatives in 71% yields. The use of P-chirogenic sec-phosphine boranes leads to the free boronated phosphines with retention of configuration at the P-center after decomplexation. The reaction of P-chirogenic o-boronatophenylphosphine with KHF2 affords the corresponding trifluoroborated phosphine with ee >98%.
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MEDLINE
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En
Ano de publicação:
2015
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Article