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Synlett 1996; 1996(3): 263-264
DOI: 10.1055/s-1996-5398
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Lanthanum Trifluoromethanesulfonate [La(OTf)3] Promoted Indium-Mediated Coupling of Ethyl 4-Bromocrotonate With Carbonyl Compounds in Water

Sook-Chiang Ho Diana, Keng-Yeow Sim, Teck-Peng Loh*
  • *Department of Chemistry, National University of Singapore, 10 Kent Ridge Crescent, Singapore 119260, Fax (65)-7791691; E-mail chmLohTP@leonis.nus.sg
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Publication Date:
31 December 2000 (online)

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Indium mediates the coupling of ethyl 4-bromocrotonate with carbonyl compounds in water to give the corresponding β-hydroxy-α-vinyl carboxylates in good yield and high anti-diastereoselectivity. Furthermore, the use of lanthanide triflate increases the rate and selectivity of the reactions.

Lanthanum trifluoromethanesulfonate - indium - alkyl bromocrotonate

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