(S)-t-Bu-BOX

(S)-2,2'-Isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline]
CAS Number
200938-56-4
PubChem
Molecular Formula
C14H24N2O2
Molecular Weight
252.35 g/mol
Chiral Ligands Catalysts
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(S)-t-Bu-BOX is a chiral C2-symmetric bisoxazoline (BOX) ligand featuring tert-butyl substituents that create a sterically demanding chiral pocket. It forms highly enantioselective complexes with copper, zinc, magnesium, and other Lewis acids.

Applications

  • Asymmetric Diels-Alder reactions (Cu)
  • Enantioselective Henry reactions (Cu)
  • Asymmetric Mukaiyama aldol reactions (Cu)
  • Asymmetric cyclopropanation (Cu)

Specifications

Property Value
CAS 200938-56-4
Molecular Formula C14H24N2O2
Molecular Weight 252.35 g/mol
Purity >99%
Optical Rotation [α]D -120° (c 1, CHCl3)

Features

  • C2-symmetric bisoxazoline scaffold
  • Sterically demanding tert-butyl groups
  • Versatile across Lewis acid metals
  • High enantioselectivity in cycloadditions

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