TY - JOUR
T1 - Asymmetric Diels-Aider reactions of TMHD-acrylate using TiCl 4·(ArnHg)m complexed Lewis acids
AU - Kadota, Isao
AU - Kobayashi, Katsumi
AU - Asao, Naoki
AU - Yamamoto, Yoshinori
PY - 1995/12/1
Y1 - 1995/12/1
N2 - 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 TiCl 4·(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.
AB - 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 TiCl 4·(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.
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U2 - 10.1039/C39950001271
DO - 10.1039/C39950001271
M3 - Article
AN - SCOPUS:37049090866
SN - 1359-7345
SP - 1271
EP - 1272
JO - Chemical Communications
JF - Chemical Communications
IS - 12
ER -