Addition of organozinc species to cyclic 1,3-diene monoepoxide

Organic Letters

Volumn 4, Issue 6, 2002, Pages 905-907

  Xue, Song ^a   Li, Yali ^a   Han, Kaizhen ^a   Yin, Wen ^a   Wang, Meng ^a   Guo, Qingxiang ^a  

^a UNIVERSITY OF SCIENCE AND TECHNOLOGY OF CHINA   (China)

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EID: 0011409480     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol017279o     Document Type: Article

References (21)

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17. 4), and concentrated. Column chromatography afforded 102 mg (66%) of homoallylic alcohol cis-2c. GC-MS analysis of the crude reaction mixture revealed three peaks: 1c (8%), 3-cycloocten-1-one of the rearrangement product from epoxide (19%), and cis-2c (73%).
18. The stereochemistry of cis-2c was assigned from a similarity of its NMR spectrum to that of the known cis-2-allyl-3-cycloocten-1-ol in ref 9.
19. 2 = 0.0826.
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