Ester-enolate Claisen rearrangement of .alpha.-amino acid derivatives

1982 ◽  
Vol 47 (20) ◽  
pp. 3933-3941 ◽  
Author(s):  
Paul A. Bartlett ◽  
James F. Barstow
1968 ◽  
Vol 33 (10) ◽  
pp. 3980-3983 ◽  
Author(s):  
Walter Hearn ◽  
Jorge Medina-Castro

2009 ◽  
Vol 74 (6) ◽  
pp. 927-934 ◽  
Author(s):  
Mustafa Mohamed ◽  
Michael A. Brook

Silylpropargyl glycinate esters undergo [3,3]-sigmatropic rearrangements to give 2-(disilylallenyl)glycine derivatives, interesting highly functional synthons, in moderate to good yield (30 to 85%) and in high diastereoselectivity when directed by a large silylpropargyl group (9:1 to 22:1). The highly functional amino acid, methyl (R)-2-(Boc-amino)-3,5-bis(trimethylsilyl)hexa-3,4-dienoate was isolated and characterized by X-ray crystal structure analysis.


1999 ◽  
Vol 53 ◽  
pp. 480-486
Author(s):  
Jörgen Ohlsson ◽  
Peter Somfai ◽  
Per-Mikael Åberg ◽  
Vladimir Tolmachev ◽  
Bengt Långström ◽  
...  

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