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2‐ O ‐Benzylglyceraldehyde: A Synthetic Building Block Available in Both Enantiomeric Forms and Configurationally Stable Owing to Rapid Oligomerization
Author(s) -
Jäger Volker,
Wehner Volkmar
Publication year - 1989
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198904691
Subject(s) - enantiomer , derivative (finance) , chemistry , combinatorial chemistry , monomer , block (permutation group theory) , transformation (genetics) , stereochemistry , organic chemistry , polymer , mathematics , biochemistry , geometry , financial economics , economics , gene
The title compound 1 is a very useful chiral glyceraldehyde derivative offering a broad range of possible applications. Both enantiomers were obtained by a new, simple synthesis from the corresponding tartrates. Monomeric 1 undergoes rapid transformation to a mixture of oligomers, which are configurationally stable at room temperature. The products 2 and 3 , which are formed with high enantiomeric purity, are also promising as novel differentiated derivatives of known synthetic building blocks.