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Stereoselective reductive amination of chiral N,N-dibenzylamino ketones

โœ Scribed by Manfred T. Reetz; Alfred Schmitz

Book ID
104261154
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
129 KB
Volume
40
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

N,N-Dibenzylamino ketones of the type Bn2N(R)CHC(O)CH3, prepared in enantiomericaUy pure form from ~amino acids, undergo stereoselective reductive amination using PhCH2NHz/NaCNBH3 or NI-I4OAc/NaCNBH3 with formation of diastereo-and enantiomerically pure vicinal diamines Bn2N(R)CHCH(NHCH2Ph)CH3 or Bn2N(R)CHCH(NH2)CH3, respectively.

๐Ÿ“œ SIMILAR VOLUMES

Stereoselective Grignard-type reactions
Stereoselective Grignard-type reactions of chiral N,N-dibenzylamino ketones
โœ Manfred T. Reetz; Alfred Schmitz ๐Ÿ“‚ Article ๐Ÿ“… 1999 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 230 KB

N~V-Dibenzylamino ketones of the type Bn2N(RI)CHC(O)R 2, prepared in enantiomerically pure form from aamino acids, undergo non-chelation controlled Grignard-type reactions with RLi, RMgX or RCeCI2 without any undesired racemization.

ChemInform Abstract: Stereoselective Gri
ChemInform Abstract: Stereoselective Grignard-Type Reactions of Chiral N,N-Dibenzylamino Ketones.
โœ Manfred T. Reetz; Alfred Schmitz ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 35 KB ๐Ÿ‘ 1 views

## Stereoselective Grignard-Type Reactions of Chiral N,N-Dibenzylamino Ketones. -Enantiomerically pure N,N-dibenzylamino ketones (I), derived from chiral ฮฑ-amino acids, react under nonchelating conditions with organometal reagents of type RLi, RMgX, RCeCl 2 . The reactions proceed highly diastere