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B-Crotyldiisopinocampheylborane

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B-Crotyldiisopinocampheylborane Basic information

Product Name:
B-Crotyldiisopinocampheylborane
Synonyms:
  • Borane, (2Z)-2-buten-1-ylbis[(1R,2S,3R,5R)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]-
  • B-Crotyldiisopinocampheylborane
CAS:
99397-92-9
MF:
C24H41B
MW:
340.39
Mol File:
99397-92-9.mol
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B-Crotyldiisopinocampheylborane Chemical Properties

Boiling point:
401.0±15.0 °C(Predicted)
Density 
0.92±0.1 g/cm3(Predicted)
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B-Crotyldiisopinocampheylborane Usage And Synthesis

Chemical Properties

This reagent is prepared and used in situ at -78 °C in THF. B-Crotyldiisopinocampheylborane is prepared from B-Methoxydiisopinocampheylborane and either (Z)- or (E)-crotylpotassium. Because of the facile isomerization of allylic boranes, crotylborane reagents should be generated and reacted at -78 °C.

Uses

B-Crotyldiisopinocampheylborane is a reagent for the asymmetric crotylboration of aldehydes to produce either syn- or anti-β-methylhomoallylic alcohols.

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