A Biomimetic Synthesis of a Porphobilinogen Precursor Using a Mukaiyama Aldol Reaction
Four steps suffice! A protected porphobilinogen was obtained in 25 % yield in a straightforward synthesis starting from a derivative of 5‐aminolevulinate. The key was the use of a cyanide derivative instead of the azide. The synthesis imitates the mechanism proposed by Shemin for the biosynthesis of...
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Veröffentlicht in: | Angewandte Chemie International Edition 1998-02, Vol.37 (3), p.358-360 |
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Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | Four steps suffice! A protected porphobilinogen was obtained in 25 % yield in a straightforward synthesis starting from a derivative of 5‐aminolevulinate. The key was the use of a cyanide derivative instead of the azide. The synthesis imitates the mechanism proposed by Shemin for the biosynthesis of porphobilinogen. Phth = phthaloyl. |
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ISSN: | 1433-7851 1521-3773 |
DOI: | 10.1002/(SICI)1521-3773(19980216)37:3<358::AID-ANIE358>3.0.CO;2-Y |