Asymmetric 1,7-hydride shift: The highly asymmetric reduction of α,β·unsaturated ketones to secondary alcohols via a novel tandem Michael addition-Meerwein-Ponndorf-Verley reduction

Journal of the American Chemical Society

Volumn 118, Issue 51, 1996, Pages 13103-13104

  Nishide, Kiyoharu ^a   Shigeta, Yukihiro ^a   Obata, Kenichi ^a   Node, Manabu ^a  

^a KYOTO PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKANOL;

ARTICLE; CHIRALITY; DRUG SYNTHESIS; REACTION ANALYSIS; REDUCTION;

EID: 0030453050     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja963098j     Document Type: Article

References (27)

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16. 2AlCl at a higher temperature (ca. 35°C), and the reaction proceeded very slowly at 0°C and did not occur at -78°C.
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22. 8
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27. For an example of [1,7]-sigmatropic rearrangement of conjugated trienes, see: (a) Baldwin, J. E.; Reddy, V. P. J. Am. Chem. Soc. 1988, 110, 8223-8228. (b) Ibid. 1987, 109, 8051-8056.