The first catalytic asymmetric domino Claisen rearrangement/intra-molecular carbonyl ene reaction

Synlett

Volumn , Issue 12, 2002, Pages 1999-2002

  Kaden, Silvia ^a   Hiersemann, Martin ^a  

^a DRESDEN UNIVERSITY OF TECHNOLOGY   (Germany)

Author keywords

Asymmetric catalysis; Domino reactions; Ene reactions; Lewis acids; Rearrangements

Indexed keywords

1 HYDROXYCYCLOHEXANECARBOXYLIC ACID ESTER; ALLYL COMPOUND; CARBONYL DERIVATIVE; COPPER BIS(OXALOZINE) DERIVATIVE; COPPER DERIVATIVE; CYCLOHEXANECARBOXYLIC ACID DERIVATIVE; LEWIS ACID; UNCLASSIFIED DRUG; VINYL DERIVATIVE;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL BOND; CHIRALITY; CLAISEN REARRANGEMENT; DIASTEREOISOMER; ENANTIOSELECTIVITY; STEREOCHEMISTRY; SYNTHESIS;

EID: 0036454128     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2002-35591     Document Type: Article

References (33)

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27. -1.
28. 2 (5 mL/mmol of allyl vinyl ether) was then added. The reaction mixture was stirred for the appropriate time at room temperature and then filtered through a silica gel column (4 × 0.5 cm). The solvents were removed under reduced pressure to afford a colorless oil which was analytically pure without further purification. The diastereomers may be separated by flash chromatography (heptane/ethyl acetate, 20:1).
29. t 34.4 min.
30. 4).
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