Concurrent induction of two chiral centers from symmetrical 3,4-disubstituted and 3,3,4-trisubstituted 4-pentenals using Rh-catalyzed asymmetric cyclizations

Journal of Organic Chemistry

Volumn 65, Issue 18, 2000, Pages 5806-5816

  Tanaka, Masakazu ^a   Imai, Masanori ^a   Fujio, Masakazu ^a   Sakamoto, Eishi ^a   Takahashi, Miyuki ^a   Eto Kato, Yasuko ^a   Wu, Xiao Ming ^a   Funakoshi, Kazuhisa ^a   Sakai, Kiyoshi ^a   Suemune, Hiroshi ^a  

^a KYUSHU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE; CATALYSIS; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; CHIRALITY; CYCLIZATION; STRUCTURE ANALYSIS;

EID: 0033828416     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo000781m     Document Type: Article

References (47)

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5. The intramolecular hydroacylation of 4-pentenals have been also achieved by using cobalt complex or ruthenium complex, (a) Vinogradov, M. G.; Tuzikov, A. B.; Nikishin, G. I.; Shelimov, B. N.; Kazansky, V. B. J. Organomet. Chem. 1988, 348, 123-134. (b) Eilbracht, P.; Gersmeier, A.; Lennartz, D.; Huber, T. Synthesis 1995, 330-334.
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21. Abbreviations: chiraphos: (2S,3S)-Bis(diphenylphosphino)-butane; BINAP: 2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl; (+)-DIPMC: (1S,2S)-(+)-1,2-Bis(diphenylphosphinomethyl)cyclohexane; (+)-DIOP: (4S,5S)-(+)-4,5-Bis(diphenylphosphinomethyl)-2,3-dimethyl-1,3-dioxolane.
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35. Unpublished results. Cyclization of 4,5-disubstituted 4-pentenals did not proceed at all by Wilkinson-complex.
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