- Improved stereoselectivity in intramolecular SN2′ cyclization through use of mechanistic principles
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Valine and alanine were converted into the corresponding α-hydroxy-β-amino acids through intramolecular SN2′ cyclization. The novel cyclization protocol relied upon the use of N-benzyl-protected carbamates derived from α-amino acids. Georg Thie
- Woo, Duck Seo,Curtis-Long, Marcus J.,Seong, Hun Jeong,Tae, Hong Jun,Min, Suk Yang,Ki, Hun Park
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p. 209 - 214
(2007/10/03)
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- Synthesis of all four stereoisomers of 3-amino-2-hydroxybutanoic acids
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All four stereoisomers of 3-amino-2-hydroxybutanoic acids were been obtained as single enantiomers via stereospecific reactions from D-gulonic acid γ-lactone and D-glucono-δ-lactone.
- Lee, Jin Hwan,Yang, Min Suk,Kang, Kuy Young,Moon, Yea Hwang,Park, Ki Hun
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p. 714 - 720
(2007/10/03)
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- Stereocontrolled asymmetric synthesis of α-hydroxy-β-amino acids. A stereodivergent approach
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The stereocontrolled asymmetric synthesis of α-hydroxy-β-amino acids has been investigated via the Lewis acid-promoted cyanation of (5R,6S)-2-acetoxy-4-(benzyloxycarbonyl)-5, 6-diphenyl-2,3,5,6-tetrahydro-4H-1,4-oxazines with trimethylsilyl cyanide. Base-
- Aoyagi,Jain,Williams
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p. 3472 - 3477
(2007/10/03)
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- Stereoselective cyanation of chiral α-amino aldehydes by reaction with Nagata's reagent: A route to enantiopure β-amino-α-hydroxy acids
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Chiral α-dibenzylamino aldehydes react with diethylaluminum cyanide leading to anti-β-dibenzylamino-α-hydroxycyanides as the major diastereoisomers in good yields and diastereomeric excesses. Hydrolysis of the nitrile derivatives allows the synthesis of enantiopure β-amino-α-hydroxy acids.
- Andres, Jose M.,Martinez, Maria A.,Pedrosa, Rafael,Perez-Encabo, Alfonso
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p. 347 - 353
(2007/10/03)
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- Synthesis of 'D-Isothreonine' and 'L-Alloisothreonine' Starting form L-Alanine
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Starting from L-alanine, 'D-isothreonine' (=(2R,3S)-3-amino-2-hydroxybutanoic acid) and 'L-alloisothreonine' (=(2S,3S)-3-amino-2-hydroxybutanoic acid) were synthesized.
- Wolf, Jean-Pierre,Pfander, Hanspeter
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p. 116 - 120
(2007/10/02)
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