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• W2064756806 abstract "An investigation into the asymmetric induction accompanying alkylations of enolates derived from the highly diastereoselective conjugate addition of lithium (R)-N-benzyl-N-α-methylbenzylamide (R)-1 to crotonate and cinnamate esters has been performed. The access to different enolate geometries afforded by the conjugate addition process and subsequent enolate regeneration by deprotonation of the β-amino ester conjugate adducts enabled two disparate sets of selectivity data to be compiled. Although both approaches furnished predominantly anti-α-alkyl-β-amino esters, the two-step procedure proved to be considerably more selective. Several factors which play a major role in determining the alkylation selectivity are identified, including the cooperative influence of the α-methylbenzylamino stereocentre. Since debenzylation and hydrolysis of the alkylated products was straightforward, this methodology provides a direct route to anti-α-alkyl-β-amino acids in homochiral form." @default.
• W2064756806 created "2016-06-24" @default.
• W2064756806 creator A5002441008 @default.
• W2064756806 creator A5050265490 @default.
• W2064756806 date "1994-01-01" @default.
• W2064756806 modified "2023-10-05" @default.
• W2064756806 title "Asymmetric synthesis of anti-α-alkyl-β-amino acids" @default.
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• W2064756806 doi "https://doi.org/10.1039/p19940001129" @default.
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