320342-37-8

Basic information

• Product Name: 4-Benzyloxy-4-trimethylsilylethynylcyclohex-1-enyl acetate
• Synonyms: 4-Benzyloxy-4-trimethylsilylethynylcyclohex-1-enyl acetate
• CAS NO: 320342-37-8
• Molecular Weight: 342.51
• Mol File: 320342-37-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-Benzyloxy-4-trimethylsilylethynylcyclohex-1-enyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Benzyloxy-4-trimethylsilylethynylcyclohex-1-enyl acetate(320342-37-8)
• EPA Substance Registry System: 4-Benzyloxy-4-trimethylsilylethynylcyclohex-1-enyl acetate(320342-37-8)

Safety Data

• Hazardous Substances Data: 320342-37-8(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 320342-36-7 4-Benzyloxy-4-trimethylsilylethynylcyclohexanone 
• 320342-35-6 8-Benzyloxy-8-trimethylsilylethynyl-1,4-dioxaspiro[4.5]decane 
• 1066-54-2 trimethylsilylacetylene 
• 320342-34-5 8-[(trimethylsilyl)ethynyl]-1,4-dioxaspiro[4.5]decan-8-ol 
• 4746-97-8 cyclohexanedione monoethylene ketal 

Relevant articles and documents

Desymmetrisation of 4,4-disubstituted cyclohexanones by enzyme-catalysed resolution of their enol acetates

Enol acetates 3 10 derived from prochiral 4,4-disubstituted cyclohexanones can be resolved with Pseudomonas fiuorescens lipase to give enantiomerically pure (>99% ee) enol esters by transesterification with n-BuOH. The product ketones are prochiral and can easily be recycled giving an overall desymmetrisation of the ketone. Highest selectivity was obtained for substrates containing a 4-cyano and 4-aryl or a 4-benzyloxy substituent. The methodology was compared to asymmetric deprotonation-enolate trapping using the chiral base (S,S)-bis(α-methylbenzyl)amide which gave low (54-64%) ee's for this class of ketones.