(R)-TADDOL

(4R,5R)-2,2-Dimethyl-α,α,α',α'-tetraphenyl-1,3-dioxolane-4,5-dimethanol
CAS Number
93379-49-8
PubChem
Molecular Formula
C31H28O4
Molecular Weight
464.55 g/mol
Chiral Ligands Catalysts
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(R)-TADDOL is the enantiomeric form of (S)-TADDOL, providing complementary stereochemistry in Lewis acid-catalyzed asymmetric cycloadditions and aldol reactions. The Seebach-developed scaffold remains a benchmark for chiral diol ligand design.

Applications

  • Asymmetric Diels-Alder reactions
  • Enantioselective aldol additions
  • Asymmetric [2+2] cycloadditions
  • Asymmetric nucleophilic additions to aldehydes

Specifications

Property Value
CAS 93379-49-8
Molecular Formula C31H28O4
Molecular Weight 464.55 g/mol
Purity >99%
Optical Rotation [α]D -115° (c 1, CHCl3)

Features

  • Mirror-image enantioselectivity to (S)-TADDOL
  • Rigid C2-symmetric backbone
  • Strong Lewis acid complex formation
  • Suitable for diverse cycloadditions

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