Enantioselective intramolecular [2+2+2] cycloaddition of triynes for the synthesis of atropisomeric chiral ortho-diarylbenzene derivatives

Tetrahedron Asymmetry

Volumn 17, Issue 4, 2006, Pages 614-619

  Shibata, Takanori ^a   Tsuchikama, Kyoji ^a   Otsuka, Maiko ^a  

^a WASEDA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE DERIVATIVE; IRIDIUM; NITROGEN; OXYGEN; PHOSPHINE DERIVATIVE;

ARTICLE; CATALYSIS; CHIRALITY; CYCLOADDITION; ENANTIOSELECTIVITY; ISOMER; PRIORITY JOURNAL; SYNTHESIS;

EID: 33645856179     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2005.12.033     Document Type: Article

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41. Interconversion between dl and meso isomers of 3a (88% ee, dl:meso = 7:1) occurred at the high temperature (120 °C, 5 h: 81% ee, dl:meso = 5:1, 150 °C, 5 h: 25% ee, dl:meso = 3:1) along with decomposition.
42. 2, cycloadduct 3a was obtained in 89% yield yet with 57% ee (dl:meso = 1:1).