.alpha.-Amino acid derivatives as chiral educts for asymmetric products. Synthesis of sphingosine from .alpha.'-amino-.alpha.,.beta.-ynones

1986 ◽  
Vol 51 (26) ◽  
pp. 5320-5327 ◽  
Author(s):  
Raymond H. Boutin ◽  
Henry Rapoport
Keyword(s):  
Amino Acid ◽  
Amino Acid Derivatives ◽  
Alpha Beta ◽  
Alpha Amino Acid

Cyclization of N-oxalyl-.alpha.-amino acid derivatives

1968 ◽  
Vol 33 (10) ◽  
pp. 3980-3983 ◽  
Author(s):  
Walter Hearn ◽  
Jorge Medina-Castro
Keyword(s):  
Amino Acid ◽  
Amino Acid Derivatives ◽  
Alpha Amino Acid

scholarly journals Harnessing Chalcogen-bonding Interactions To Establish Conformational Control in Dirhodium(II) Paddlewheel Complexes

2020 ◽  
Author(s):  
Takuya Murai ◽  
Wenjie Lu ◽  
Toshifumi Kuribayashi ◽  
Kazuhiro Morisaki ◽  
Yoshihiro Ueda ◽  
...  
Keyword(s):  
Amino Acid ◽  
Structural Properties ◽  
Amino Acid Derivatives ◽  
Conformational Control ◽  
Total Syntheses ◽  
Paddlewheel Complexes ◽  
Naturally Occurring ◽  
Axially Chiral ◽  
Catalytically Active ◽  
Alpha Beta

Novel well-defined <i>D</i><sub>2</sub>-symmetric dirhodium(II) carboxylate complexes that bear axially chiral binaphthothiophene delta-amino acid derivatives have been developed. Conformational control was achieved through chalcogen-bonding interactions between sulfur and oxygen atoms in each ligand, providing well-defined and uniform asymmetric environments around the catalytically active Rh(II) centers. These structural properties render such complexes excellent catalysts for the inside-type asymmetric intramolecular C–H insertion into alpha-aryl-alpha-diazoacetates to yield a variety of <i>cis</i>- alpha, beta-diaryl gamma-lactones, as well as the corresponding <i>trans</i>-isomers through epimerization, in high diastereo- and enantioselectivities. Short total syntheses of the naturally occurring gamma-lactones cinnamomumolide, cinncassin A<sub>7</sub>, and cinnamomulactone were also accomplished using this conformationally controlled catalyst.<br><br>

scholarly journals Conjugation of Amines and alpha-Amino Acid Derivatives as Pyrroles Using Tethered 1,4-Diketones.

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