130272-62-7

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 333-27-7 methyl trifluoromethanesulfonate 
• 103773-79-1 [(2S,4S)-2-phenyl-1,3-dioxan-4-yl]methanol 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 

Downstream Products

• 130189-08-1 (R)-((S)-3-Hydroxy-1-methoxymethyl-propoxy)-phenyl-acetonitrile 
• 130189-09-2 (S)-((S)-3-Hydroxy-1-methoxymethyl-propoxy)-phenyl-acetonitrile 
• 130189-07-0 (R)-((S)-3-Hydroxy-4-methoxy-butoxy)-phenyl-acetonitrile 
• 130189-06-9 (S)-((S)-3-Hydroxy-4-methoxy-butoxy)-phenyl-acetonitrile 
• 130189-10-5 (S)-2-((S)-3-Hydroxy-4-methoxy-butoxy)-3-phenyl-propionitrile 
• 130189-11-6 (R)-2-((S)-3-Hydroxy-4-methoxy-butoxy)-3-phenyl-propionitrile 

Relevant academic research and scientific papers

Towards the diastereoselective functionalization of non-racemic acetal derivatives of η6-arylcarbonyl complexes of tricarbonylchromium

(S)-Butane-1,2,4-triol (2) has been investigated as a potential chiral auxiliary for the formation of non-racemic acetals derived from η6-arylcarbonyl complexes of tricarbonylchromium. Predominantly the cis dioxan (5) was formed from benzaldehyde, leading to preparation of the η6-Cr(CO)3 complex (16), and of the derived complexes (23) and (24). Lithiation-electrophile quenching of these complexes gave a mixture of products arising from ortho and benzylic functionalization. Reaction of acetophenone, or of the η6-Cr(CO)3 complexes (45) or (46), with either the triol (2) or its tris(silyl) ether (15) under conditions of kinetic or thermodynamic control gave an inseparable mixture of acetals.

CHELATION AND NON-CHELATION DIRECTED CLEAVAGE OF ACETALS

Regioselectivity in the cleavage of chiral 2-substituted-3-methoxymethyl-1,3-dioxanes can be controlled to a high degree by choice of an appropriate activating Lewis acid.However, the diastereoselectivity of the cleavage reactions is uniformely poor.