189248-47-3

Upstream product

• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 59417-89-9 4-phenyl-2-(trimethylsiloxy)-1-butene 

Downstream Products

• 189248-48-4 (2R,3S)-3-Hydroxy-2-methyl-5-oxo-7-phenyl-heptanoic acid methyl ester 
• 189248-49-5 (2R,3S,5S)-3,5-Dihydroxy-2-methyl-7-phenyl-heptanoic acid methyl ester 

Relevant academic research and scientific papers

Enolate Additions to a Chiral 3-Hydroxypropionate 2,3-Dication Equivalent. Enantioselective Synthesis of β,δ-Dihydroxy Esters

The use of optically active dicarbonyl cyclopentadienyliron(vinyl ether) BF4 salts, 3 and 4, as enantioselective 3-hydroxypropionate 2,3-dication equivalents is outlined.Complexes 3 and 4 are readily available by exchange etherification of 2, and these have been transformed to enantiomeric dicarbonyl (η-cyclopentadienyliron)(η2-1-methoxypropene) BF4 5 and ent-5.Complex 5 has been converted to the corresponding p-methoxybenzyloxy vinyl ether complex 7 by exchange etherification.Condensation of this salt with a number of terminal and nonterminal enolates yields adducts, which are then transformed by redox-promoted alkoxycarbonylation, followed by alcohol deprotection, to optically active 2-methyl-3-hydroxy-5-keto esters. 1,3-Reduction of these ketols can be effected to give either syn- or anti-1,3-diols and thence their related pentanolides.