Asymmetric synthesis of tricyclic tetralin derivatives via an intramolecular photoreaction

Tetrahedron

Volumn 63, Issue 29, 2007, Pages 6791-6795

  Yang, Chao ^a   Xia, Wu Jiong ^a   Scheffer, John R ^b  

^a HARBIN INSTITUTE OF TECHNOLOGY   (China)

^b UNIVERSITY OF BRITISH COLUMBIA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

TETRALIN DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; PHOTOCHEMISTRY; PHOTOREACTIVITY; PRIORITY JOURNAL; SYNTHESIS;

EID: 34249783932     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2007.04.072     Document Type: Article

References (27)

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21. The ratio of Norrish type II cyclization and cleavage product is 6.5:1 based on GC analysis.
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24. 2) was 0.114 (all data). Crystallographic data for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC 631948.
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26. 2) was 0.172 (all data). Crystallographic data for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC 631949.
27. Methyl 1-tetralone-6-carboxylate was prepared as following: 1-tetralone-6-carboxylic acid (2.0 g, 10.5 mmol) dissolved in 80 mL diethyl ether was added with ethereal diazomethane at 0 °C until the solution turned to yellow. The resulted solution was filtered on a silica gel column and rinsed with diethyl ether. The solvent was then removed in vacuo to give a colorless oil as methyl 1-tetralone-6-carboxylate, which was used in next steps without further purifications.