Enantioselective Synthesis of 2,2-Dialkyl-3-butenals by Alkylation of (4S,5S)-ADPD-imines

Journal of Organic Chemistry

Volumn 62, Issue 12, 1997, Pages 3981-3983

  Mino, Takashi ^a   Saitoh, Munenobu ^a   Yamashita, Masakazu ^a  

^a DOSHISHA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000968770     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo970142k     Document Type: Article

References (21)

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8. (a) Mino, T.; Yamashita, M. Unpublished results.
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15. 9
16. Mino, T.; Fukui, S.; Yamashita, M. J. Org. Chem. 1997, 62, 734.
17. Chrompack CP-cyclodextrin-β-236-M-19 column, 0.25 mm i.d. × 50 m.
18. Uji, Y.; Toyoda, T.; Muraki, S. 31st Symposium on the Chemistry of Terpenes, Essential Oils, and Aromatics, Kyoto, September 1987; Abstr. No. 1102.
19. The synthesis of (±)-6 has been reported: Yamashita, M.; Matsumiya, K.; Nakano, K. Bull. Chem. Soc. Jpn. 1993, 66, 1759.
20. For comparison, a 1:1 mixture of diastereomer of AP-ester 8 was prepared from APCl and (±)-7 which was obtained by alkylation of 2-methyl-2-butenal dimethylhdrazones and the subsequent reduction.
21. Doolittle, R. E.; Heath, R. R. J. Org. Chem. 1984, 49, 5041.