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Optical Resolution, Stereoselective Synthesis, and Crystal Structure of 9α‐(3‐Azabicyclo[3,3,1]nonanyl)‐2′‐cyclopentyl‐2′‐hydroxy‐2′‐phenylacetate.
- Source :
-
Synthetic Communications . 2005, Vol. 35 Issue 10, p1403-1412. 10p. 4 Diagrams. - Publication Year :
- 2005
-
Abstract
- 9a-(3-Azabicyclo[3,3,1]nonanyl)-2'-cyclopentyl-2'-hydroxy-2'-phenylacetate (1) was synthesized and its enantiomers were obtained by the optical resolution of racemates with the chiral host N- p -toluenesulfonylglutamic acid. Optical pure 1 was also effective diastereoselective synthesized using benzaldehye as steric hindrance agent from the chiral starting material, ( S ) or ( R )-mandelic acid. The structure of the title compound was first elucidated by X-ray analysis. [ABSTRACT FROM AUTHOR]
- Subjects :
- *PHENYLACETATES
*RESOLUTION (Chemistry)
*BIOSYNTHESIS
*STEREOCHEMISTRY
*CHEMISTRY
Subjects
Details
- Language :
- English
- ISSN :
- 00397911
- Volume :
- 35
- Issue :
- 10
- Database :
- Academic Search Index
- Journal :
- Synthetic Communications
- Publication Type :
- Academic Journal
- Accession number :
- 17385120
- Full Text :
- https://doi.org/10.1081/SCC-200057293