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Asymmetric Synthesis of γ-Hydroxy α-Enones by 1,8-Diazabicyclo[5.4.0]undec-7-ene-Catalyzed Stereoselective Rearrangement of Chiral α-Sulfinyl Enones

✍ Scribed by Miura, Motofumi; Toriyama, Masaharu; Kawakubo, Takashi; Yasukawa, Ken; Takido, Toshio; Motohashi, Shigeyasu

Book ID: 124076514
Publisher: American Chemical Society
Year: 2010
Tongue: English
Weight: 308 KB
Volume: 12
Category: Article
ISSN: 1523-7060
DOI: 10.1021/ol1015724

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📜 SIMILAR VOLUMES

ChemInform Abstract: Asymmetric Synthesi

ChemInform Abstract: Asymmetric Synthesis of γ-Hydroxy α-Enones by 1,8-Diazabicyclo[5.4.0]undec-7-ene-catalyzed Stereoselective Rearrangement of Chiral α-Sulfinyl Enones.

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## Abstract The yield of the reaction is significantly improved by work‐up with diluted aqueous hydrogen peroxide.

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1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU)

1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) Catalyzed Regiospecific and Diastereoselective Reaction of Chiral N-(tert-Butanesulfinyl)ketimines and α,β-Unsaturated Trifluoromethyl Ketones

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## Abstract The reaction of chiral __N__‐(__tert__‐butanesulfinyl)ketimines and __α__,__β__‐unsaturated trifluoromethyl ketones catalyzed by DBU was achieved under mild conditions. 1,2‐Addition products, precursors of chiral trifluoromethylated 1,3‐amino alcohols, were obtained diastereoselectively

ChemInform Abstract: 1,8-Diazabicyclo[5.

ChemInform Abstract: 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) Catalyzed Regiospecific and Diastereoselective Reaction of Chiral N-(tert-Butanesulfinyl)ketimines and α,β-Unsaturated Trifluoromethyl Ketones.

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