Remote substituent effects on the enantiomeric excess of intramolecular asymmetric palladium-catalyzed polyene cyclizations

Synlett

Volumn , Issue 5, 1999, Pages 605-607

  Lau, Stephen Y W ^a   Keay, Brian A ^a  

^a UNIVERSITY OF CALGARY   (Canada)

Author keywords

Asymmetric Heck reactions; Asymmetric palladium catalyzed polyene cyclizations; Remote substituent effects

Indexed keywords

PALLADIUM; POLYENE;

ARTICLE; CHEMICAL BOND; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; HYDROGENATION; OXIDATION; REACTION ANALYSIS;

EID: 0032959623     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-2678     Document Type: Article

References (21)

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4. This work was first presented at the 80th Canadian Society for Chemistry Conference, Windsor, ON, Canada, in June 1997 and at the 16th International Congress of Heterocyclic Chemistry, Bozeman, MT, USA, in August 1997.
5. The enantiomeric excesses were unequivocally determined by HPLC analysis using a DAICEL CHIRALCEL OJ column using n-hexane:ethanol (85:15) as the solvent system.
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18. +-Me).
19. The chiral ligands tried with furan 9 and the corresponding ee's were: (R,S)-BPPFA, 9%; (R,R)-CHIRAPHOS, 11%; (R)-PROPHOS, 1%; (R,S)-PPFOMe, 8%; (S,S)-PPM, 3%.
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