𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Asymmetric synthesis of 3-alkyl pipecolic acids

✍ Scribed by A Zaparucha; M Danjoux; A Chiaroni; J Royer; H.-P Husson

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
122 KB
Volume
40
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

The Michael addition of R2CuLi or R2CuMgBr to 4-phenyl-3,4,7,8-tetrahydro-6H-pyrido (2, l-c)(1,4)oxazin-1-one 2, readily obtained from 2-cyano-6-phenyloxazolopiperidine 1, led to the formation of alkylated lactones 4a-d in high yield and with complete diastereoselectivity. Transformation of lactones 4a-d to 3-alkyl pipecolic acids was achieved by simple hydrogenolysis.

πŸ“œ SIMILAR VOLUMES

ChemInform Abstract: Asymmetric Synthesi
ChemInform Abstract: Asymmetric Synthesis of a C-3 Substituted Pipecolic Acid.
✍ Andrew J. Souers; Jonathan A. Ellman πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 27 KB πŸ‘ 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a β€œFull Text” option. The original article is trackable v

ChemInform Abstract: Asymmetric Synthesi
ChemInform Abstract: Asymmetric Synthesis of Unsaturated Pipecolic Acid Derivatives.
✍ C. AGAMI; D. BIHAN; R. MORGENTIN; C. PUCHOT-KADOURI πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 32 KB πŸ‘ 1 views

The synthesis of two enantiopure pipecolic acid esters (VI) and (XIII) is reported. Key steps are the intramolecular addition of allyl silane on an iminium double bond, generated via reaction of chiral Ξ²-amino alcohols (I) and (VII), with glyoxal (II).

A facile synthesis of 3-substituted pipe
A facile synthesis of 3-substituted pipecolic acids, chimeric amino acids
✍ Gergely M. Makara; Garland R. Marshall πŸ“‚ Article πŸ“… 1997 πŸ› Elsevier Science 🌐 French βš– 247 KB

Three protected 3-substituted pipecolic acid analogs were prepared as constrained chimeric amino acid building blocks. The concise synthetic route enables the synthesis of other derivatives with sidechaln functionality of amino acids as well.

Recent Advances in Asymmetric Synthesis
Recent Advances in Asymmetric Synthesis of Pipecolic Acid and Derivatives
✍ C. Kadouri-Puchot; S. Comesse πŸ“‚ Article πŸ“… 2006 πŸ› John Wiley and Sons βš– 8 KB πŸ‘ 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.