A Highly Abbreviated Synthesis of Pentalenene by Means of the Squarate Ester Cascade

Organic Letters

Volumn 4, Issue 25, 2002, Pages 4547-4549

  Paquette, Leo A ^a   Geng, Feng ^a  

^a OHIO STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPENTANE DERIVATIVE; ESTER; PENTALENENE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; SYNTHESIS;

CYCLOPENTANES; ESTERS; MOLECULAR STRUCTURE;

EID: 0037069718     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol020208k     Document Type: Article

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60. Carefully executed experiments and quantitation of chromatographic fractions following workup have shown 10 to dominate over its diastereomer (formed analogously from 6) by a ratio of 8.8:1. Since racemic 5-methyl-cyclopentenylithium was employed in this study and the other reagents are achiral, the enantiomeric representations of 6-10 are also involved.
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63. All compounds are considered to be of >97% purity on the basis of NMR and TLC analyses.