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Volumn 69, Issue 3, 2004, Pages 785-789

Novel Enhancement of Diastereoselectivity of [2 + 2] Photocycloaddition of Chiral Cyclohexenones to Ethylene by Adding Naphthalenes

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; CRYSTALLIZATION; HYDROLYSIS; NAPHTHALENE; PHOTOCHEMICAL REACTIONS; X RAY ANALYSIS;

EID: 0842285783     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0354746     Document Type: Article
Times cited : (33)

References (31)
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    • Crimmins, M.T.1    Reinhold, T.L.2
  • 11
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    • The novel acid-catalyzed rearrangement of bicyclo[4.2.0]octanones gave various terpenoids having polyquinane skeletons, such as (± )-5-oxosilphiperfol-6-ene, (±)-silphiperfol-6-ene, (± )-3-oxosilphinene, and (±)-tetramethylmediterraneol B; see: (a) Kakiuchi, K.; Ue, M.; Tsukahara, H.; Shimizu, T.; Miyao, T.; Tobe, Y.; Odaira, Y.; Yasuda, M.; Shima, K. J. Am. Chem. Soc. 1989, 111, 3707.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 3707
    • Kakiuchi, K.1    Ue, M.2    Tsukahara, H.3    Shimizu, T.4    Miyao, T.5    Tobe, Y.6    Odaira, Y.7    Yasuda, M.8    Shima, K.9
  • 16
    • 11744250899 scopus 로고
    • (b) Rau, H. Chem. Rev. 1983, 83, 535.
    • (1983) Chem. Rev. , vol.83 , pp. 535
    • Rau, H.1
  • 19
    • 0000973792 scopus 로고    scopus 로고
    • Neckers, D. C., Volman, D. H., von Bünau, G., Eds.; John Wiley & Sons: New York
    • (e) Pete, J.-P. In Advances in Photochemistry; Neckers, D. C., Volman, D. H., von Bünau, G., Eds.; John Wiley & Sons: New York, 1996; Vol. 21, p 135.
    • (1996) Advances in Photochemistry , vol.21 , pp. 135
    • Pete, J.-P.1
  • 27
    • 0003530794 scopus 로고
    • Freeman, J. P., Ed.; John Wiley & Sons: New York
    • (-)-8-(2-Naphthyl)menthol was prepared according to the literature procedure; see: (a) Ort, O. In Organic Synthesis; Freeman, J. P., Ed.; John Wiley & Sons: New York, 1993; Vol. 8, p 522.
    • (1993) Organic Synthesis , vol.8 , pp. 522
    • Ort, O.1
  • 30
    • 0842320316 scopus 로고    scopus 로고
    • note
    • 2 show the π, π* aromatic absorption at 297 nm (ε = 8811), while for 1a a weak absorption band was observed at 297 nm (ε = 885). See Figure 2.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.