The 9-Phenyl-9-fluorenyl Group for Nitrogen Protection in Enantiospecific Synthesis
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Journal Title
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Volume Title
A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä
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Date
2010
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Language
en
Pages
6512-6547
Series
MOLECULES, Volume 15, issue 9
Abstract
One of the biggest challenges in asymmetric synthesis is to prevent racemization of enantiopure starting materials. However, at least some of the enantiopurity is lost in most of the existing reactions used in synthetic organic chemistry. This translates into unnecessary material losses. Naturally enantiopure proteinogenic amino acids that can be transformed into many useful intermediates in drug syntheses, for example, are especially vulnerable to this. The phenylfluoren-9-yl (Pf) group, a relatively rarely used protecting group, has proven to be able to prevent racemization in α-amino compounds. This review article showcases the use of Pf-protected amino acid derivatives in enantiospecific synthesis.Description
Keywords
9-Phenyl-9-fluorenyl, Enantiospecific, Synthesis, 9-Phenyl-9-fluorenyl, phenylfluorenyl, amino acid, nitrogen protecting group, enantiospecific, enantiopure
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Citation
Karppanen , E J & Koskinen , A M P 2010 , ' The 9-Phenyl-9-fluorenyl Group for Nitrogen Protection in Enantiospecific Synthesis ' , MOLECULES , vol. 15 , no. 9 , pp. 6512-6547 . https://doi.org/10.3390/molecules15096512
