636601-29-1

Upstream product

• 223137-76-6 (S)-4,4'-dibromo-7,7'-dimethoxy-1,1'-spirobiindane 
• 223137-81-3 (S)-7,7'-dimethoxy-2,2',3,3'-tetrahydro-1,1'-spirobi[indene] 
• 636601-28-0 (S)-4,4'-diphenyl-7,7'-dimethoxy-1,1'-spirobiindane 

Relevant academic research and scientific papers

Phosphoric Acid-Catalyzed Asymmetric Synthesis of SPINOL Derivatives

Axially chiral 1,1′-spirobiindane-7,7′-diol (SPINOL) is the most fundamental and important privileged structure from which other chiral ligands containing a 1,1′-spirobiindane backbone are synthesized. Driven by the development of enantioselective syntheses of axially chiral SPINOL derivatives, we have successfully developed the first phosphoric acid-catalyzed asymmetric approach. This approach is highly convergent and functional group tolerant, efficiently providing SPINOLs in good yield with excellent enantioselectivity, thus delivering a practical and straightforward access to this privileged structure. It should be emphasized that the catalyst loading could be decreased to only 0.1 mol% for the preparative-scale synthesis. Furthermore, 4,4′-dimethyl-SPINOL-phosphoric acid was synthesized and applied to catalyze the model reaction for synthesis of enantioenriched SPINOL derivatives.

Synthesis of chiral 4,4′-disubstituted 1,1′-spirobiindane-7, 7′-diols and related phosphoramidites: The substituent effect of SIPHOS ligands in Rh-catalyzed asymmetric hydrogenation

Three chiral 4,4′-substituted 1,1′-spirobiindane-7,7′- diols and related monodentate spiro phosphoramidite ligands have been readily synthesized from enantiomerically pure 1,1′-spirobiindane-7,7′-diol. Excellent enantioselectivities were obtained with the