• Title/Summary/Keyword: Asymmetric syntheses

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Dynamic Kinetic Resolution of α-Bromo Carboxylic Acid Derivatives in Asymmetric Nucleophilic Substitution with Chiral α-Amino Esters

  • Chang, Ji-Yeon;Shin, Eun-Kyoung;Kim, Hyun-Jung;Kim, Yong-Tae;Park, Yong-Sun
    • Bulletin of the Korean Chemical Society
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    • v.26 no.6
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    • pp.989-992
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    • 2005
  • Dynamic kinetic resolution of $\alpha$-bromo carboxylic acid derivatives in nucleophilic substitution with chiral $\alpha$-amino ester nucleophiles in the presence of TBAI and DIEA has been investigated for stereoselective syntheses of 1,1'-iminodicarboxylic acid derivatives. Nucleophilic substitutions with various chiral $\alpha$-amino esters gave iminodiacetates 2-8 with stereoselectivities up to 87 : 13 dr. Also, the reactions of N-($\alpha$-bromo-$\alpha$-phenylacetyl)-L-alanine methyl ester with L-alanine, D-alanine and glycine methyl ester nucleophiles afforded N-carboxyalkyl dipeptide analogues 10-12 up to 90 : 10 dr.

Synthesis and Characterization of a Novel TTF Derivative

  • Wang, Lei;Lee, Myong-Hoon
    • 한국정보디스플레이학회:학술대회논문집
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    • 2007.08a
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    • pp.890-892
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    • 2007
  • We report the syntheses and characterizations of a novel TTF derivative. To extend the mesogenic core, alkoxy naphthalenic group and short alkyl chains were introduced on either side of TTF unit, which results in asymmetric planar structure. TTF molecule is expected to show many interesting properties.

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Stereocontrolled Dihydroxylation Reactions of Acyclic Allylic Amines (비고리 알릴아민 화합물의 입체선택적 이중알코올화 반응)

  • Jeon, Jongho;Shin, Nara;Kim, Young Gyu
    • Applied Chemistry for Engineering
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    • v.25 no.5
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    • pp.437-446
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    • 2014
  • The dihydroxylation reaction of allylic amines is a facile and useful synthetic method to obtain amino diol structures that are widely found in lots of biologically important natural products. This review will focus on the recent methods of both substrate-controlled and ligand-controlled dihydroxylation reactions of acyclic allylic amines. In addition, several applications of the diastereoselective dihydroxylation methods to asymmetric syntheses of natural products are presented.