444575-89-7

Basic information

• Product Name: (S)-(-)-tert-butyl 1-phenylprop-2-en-1-yl carbonate
• Synonyms: (S)-(-)-tert-butyl 1-phenylprop-2-en-1-yl carbonate
• CAS NO: 444575-89-7
• Molecular Weight: 234.295
• Mol File: 444575-89-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (S)-(-)-tert-butyl 1-phenylprop-2-en-1-yl carbonate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-tert-butyl 1-phenylprop-2-en-1-yl carbonate(444575-89-7)
• EPA Substance Registry System: (S)-(-)-tert-butyl 1-phenylprop-2-en-1-yl carbonate(444575-89-7)

Safety Data

• Hazardous Substances Data: 444575-89-7(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 104713-12-4 (1S)-1-phenylprop-2-en-1-ol 
• 14212-87-4 1,1-bis(N-morpholinyl)ethylene 
• 444575-79-5 carbonic acid 1,1-dimethylethyl 1-phenyl-2-propenyl ester 
• 91658-36-5 (2S)-2-(methoxymethyl)-N-methylidenepyrrolidin-1-amine 
• 60144-26-5 formaldehyde N,N-tetramethylenehydrazone 
• 100-52-7 benzaldehyde 

Downstream Products

• 164713-27-3 dimethyl 2-((R)-1-phenylallyl)malonate 
• 1332506-72-5 (2S,1'S)-tert-butyl(dimethyl)(2-(1'-(phenyl)allyloxy)but-3-enyloxy)silane 
• 1332506-76-9 (2R,1'S)-tert-butyl(dimethyl)(2-(1'-(phenyl)allyloxy)but-3-enyloxy)silane 

Relevant articles and documents

Morpholine Ketene Aminal as Amide Enolate Surrogate in Iridium-Catalyzed Asymmetric Allylic Alkylation

Morpholine ketene aminal is employed in iridium-catalyzed asymmetric allylic alkylation reactions as a surrogate for amide enolates to prepare γ,δ-unsaturated β-substituted morpholine amides. Kinetic resolution or, alternatively, stereospecific substitution affords the corresponding products in high enantiomeric excess. The utility of the products generated by this method has been showcased by their further elaboration into amines, ketones, or acyl silanes. A putative catalytic intermediate (η3-allyl)iridium(III) with achiral P,Olefin-ligand was synthetized and characterized for the first time.

Formaldehyde N, N-dialkylhydrazones as neutral formyl anion equivalents in iridium-catalyzed asymmetric allylic substitution

The use of formaldehyde N,N-dialkylhydrazones as neutral C1-nucleophiles in the iridium-catalyzed substitution of allylic carbonates is described for two processes. Kinetic resolution or, alternatively, stereospecific substitution affords configurationally stable α,α-disubstituted aldehyde hydrazones in high enantiomeric excess and yield. This umpolung approach allows for the construction of optically active allylic nitriles and dithiolanes as well as branched α-aryl aldehydes. A catalyst-controlled reaction with Enders' chiral hydrazone derivatives followed by diastereoselective nucleophilic addition to the hydrazone products constitutes a two-step stereodivergent synthesis of chiral amines.