188661-46-3

Upstream product

• 20989-17-7 (2S)-2-phenylglycinol 
• 78-84-2 isobutyraldehyde 
• 56613-80-0 D-2-phenylglycinol 

Downstream Products

• 288145-09-5 [2S,2(1S)]-2-phenyl-2-[[1-isopropyl-4-(trimethylsilanyl)but-3-ynyl]amino]ethanol 
• 124685-69-4 pentacarbonyl{((2R,5S)-1-aza-2-isopropyl-3-oxa-5-phenylcyclopentyl)(methyl)carbene}chromium⁽⁰⁾ 
• 1071226-93-1 (2S)-2-((1S)-1-isopropyl-4-methoxybut-3-enylamino)-2-phenylethanol 
• 408351-37-1 [2(1R,2S),2S]-2-[[1-isopropyl-2-(trimethylsilanyl)but-3-enyl]amino]-2-phenylethanol 
• 288145-06-2 [2S,2(1S,3E)]-2-phenyl-2-[[1-isopropyl-4-(trimethylsilanyl)but-3-enyl]amino]ethanol 

Relevant academic research and scientific papers

Regio- and diastereochemical aspects of the additions of Li or Zn derivatives of methoxypropene to oxazolidines derived from phenylglycinol

Diastereoselective additions of methoxypropene-derived lithium and zinc reagents to oxazolidines are investigated. The lithium allylic carbanion reacts with oxazolidines to afford mainly the β-amino alcohols with an enol ether function (γ-adduct) and the

Asymmetric syntheses of new functionalized β-amino alcohols via diastereoselective addition of organometallic reagents onto oxazolidines

Diastereoselective reactions between (S)-phenylglycinol-derived oxazolidines and two unsaturated organolithium reagents afforded chiral β-amino alcohols having vinyl and alkynylsilane moieties. When the same reactions were performed in the presence of titanium isopropoxide, a dramatic change of regioselectivity was observed, from the α- to the γ-position, thus producing β-amino alcohols with allyl or allenylsilane functions. A rationalization of the observed diastereoselectivity was suggested for each case.

Dramatic change of regioselectivity in the addition of silylated organolithium reagents with oxazolidines induced by the presence of a titanium salt

Diastereoselective reactions between oxazolidines and organolithium reagents afford β-amino alcohols having chiral vinyl and alkynylsilane moieties. A meaningful change of regioselectivity, from the α- to the γ-position, occurred when these reactions were

A stereospecific synthesis of both enantiomers of 2-(1'-amino-2'-methylpropyl)imidazole, a key synthon in the synthesis of SB 203386; a potent protease inhibitor

Two methods for the asymmetric synthesis of both enantiomers of 2-(1'-amino-2'-methylpropyl)imidazole (2) have been developed by adding nucleophilic organometallics to nonracemic 2-oxazolidinones employing 2-phenylglycinol as the source of chirality. Exce

Photolytic reactions of chromium aminocarbene complexes. Conversion of amides to α-amino acids

A variety of tertiary amides was converted to chromium aminocarbene complexes by reaction with Na2Cr(CO)5 and trimethylsilyl chloride. Photolysis of these carbene complexes in methanol or tert-butyl alcohol solvent produced α-amino esters in good to excellent yield. Aminocarbene complexes containing chiral oxazolidine groups were synthesized and photolyzed in alcohol to produce chiral α-amino esters in 50-93% de. Pentacarbonyl[(dibenzylamino)(methyl)carbene]chromium(0) was prepared in high yield by the N-benzylation of the corresponding monobenzyl amino complex. Base-assisted alkylation of the methyl group with a variety of halides followed by photolysis in methanol produced the alkylated alanine methyl ester in excellent overall yield. Other aminocarbene complexes underwent similar reactions. With chiral, optically active aminocarbene complexes, the alkylated alanine derivative was produced with high diastereoselectivity.