Asymmetric Synthesis of Carboranyl Amino Acids with Potential use in BNCT | Zendy

Sjöberg Stefan | Zendy; Hawthorne M. Frederick | Zendy; Wilmouth Serge | Zendy; Lindström Peter | Zendy

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Asymmetric Synthesis of Carboranyl Amino Acids with Potential use in BNCT

Author(s) -

Sjöberg Stefan,

Hawthorne M. Frederick,

Wilmouth Serge,

Lindström Peter

Publication year - 1995

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.19950010707

Subject(s) - amino acid , glycine , chemistry , enantiomer , methanol , camphor , stereochemistry , sodium , derivative (finance) , organic chemistry , biochemistry , financial economics , economics

Two α‐amino acids containing the 1,2‐dicarba‐ closo ‐dodecaborane (12) cage, namely, 5‐(1,2‐dicarba‐ closo ‐dodecaboran (12)‐1‐yl)‐2‐aminopentanoic acid (1) and 5‐(2‐methyl‐1,2‐dicarba‐ closo ‐dodecaboran (12)‐1‐yl)‐2‐aminopentanoic acid ( 2 ), were prepared by asymmetric synthesis (e.p. > 98%) by using the chiral glycine equivalent, imidazolidinone 3 , introduced by Seebach, and Oppolzer's camphor‐derived sultam derivative 4 . The dextrorotatory enantiomers (sodium D line in methanol) of the amino acids 1 and 2 were both shown to have ( S ) configuration.

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