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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.

Authors :
Liu, Yan‐Qing
Liu, He
Zhong, Bo‐hua
Deng, Yu‐Lin
Liu, Ke‐liang
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]

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