Asymmetric Diels–Aider reactions of TMHD-acrylate using TiCl4·(ArnHg)mcomplexed Lewis acids
- 1 January 1995
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 12,p. 1271-1272
- https://doi.org/10.1039/c39950001271
Abstract
Diels–Alder reaction of (3R, 5S)-5-benzoyloxy-2,2,6,6-tetramethyl-3-heptyl acrylate (TMHD-acrylate)1 with cyclopentadiene in the presence of TiCl4·(ArnHg)m complexed Lewis acids gives (1R,4R,6R)-2-norbornene-6-carboxylate derivative 4 predominantly, whereas the reaction in the presence of TiCl4 alone affords its enantiomer 2 preferentially.Keywords
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