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Ruthenium(II) in ring closing metathesis for the stereoselective preparation of cyclic 1-amino-1-carboxylic acids

✍ Scribed by Kristin Hammer; Kjell Undheim

Book ID: 104207488
Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 844 KB
Volume: 53
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(96)01132-5

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✦ Synopsis

Stereoselective synthesis of or-amino acids where the s-carbon of the amino acid is incorporated into a five-, six-or seven-membered ring is described. The stereoselective control results from stepwise bisalkenylation of (R)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine. Ring closing metathesis was effected by ruthenium(II)catalysis. The spiro-cycloalkene intermediates were further transformed into l-aminocycloalkene-l-carboxylic acid derivatives by mild acid hydrolysis.

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