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Why (1S)-camphanates are excellent resolving agents for helicen-1-ols and why they can be used to analyze absolute configurations

Authors :
Thongpanchang, Tienthong
Paruch, Kamil
Katz, Thomas J.
Rheingold, Arnold L.
Lam, Kin-Chung
Liable-Sands, Louise
Source :
Journal of Organic Chemistry. March 24, 2000, Vol. 65 Issue 6, p1850, 7 p.
Publication Year :
2000

Abstract

Results indicate that the O=CCO conformation is anti-periplanar in (M)-helicen-1-ol camphanates and syn-periplanar in (P)-helicen-1-ol camphanates as determined by molecular models and ROESY and X-ray diffraction methods. Data show that the lactone carbonyl faces the helicene ring system in the former and away from it in the latter.

Details

ISSN :
00223263
Volume :
65
Issue :
6
Database :
Gale General OneFile
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
edsgcl.86241584