Novel cerium(III)-(R)-BNP complex as a storable chiral Lewis acid catalyst for the enantioselective Hetero-Diels-Alder reaction

Tetsuji Hayano; Toshiaki Sakaguchi; Hiroshi Furuno; Masaaki Ohba; Hisashi Okawa; Junji Inanaga

doi:10.1246/cl.2003.608

Novel cerium(III)-(R)-BNP complex as a storable chiral Lewis acid catalyst for the enantioselective Hetero-Diels-Alder reaction

Tetsuji Hayano, Toshiaki Sakaguchi, Hiroshi Furuno, Masaaki Ohba, Hisashi Okawa, Junji Inanaga

Inorganic and Analytical Chemistry

Research output: Contribution to journal › Article › peer-review

23 Citations (Scopus)

Abstract

A novel Ce(III)-(R)-BNP complex was conveniently prepared from CAN and (R)-BNP-Na, then successfully used as a homogeneous catalyst for the asymmetric hetero-Diels-Alder reaction affording, after acidic work-up, 6-substituted 5,6-dihydro-4H-pyran-4-one derivatives with high enantioselectivities (up to 94% ee). A mechanistically interesting positive nonlinear effect was also observed.

Original language	English
Pages (from-to)	608-609
Number of pages	2
Journal	Chemistry Letters
Volume	32
Issue number	7
DOIs	https://doi.org/10.1246/cl.2003.608
Publication status	Published - Jul 5 2003

All Science Journal Classification (ASJC) codes

Chemistry(all)

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10.1246/cl.2003.608

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abstract = "A novel Ce(III)-(R)-BNP complex was conveniently prepared from CAN and (R)-BNP-Na, then successfully used as a homogeneous catalyst for the asymmetric hetero-Diels-Alder reaction affording, after acidic work-up, 6-substituted 5,6-dihydro-4H-pyran-4-one derivatives with high enantioselectivities (up to 94% ee). A mechanistically interesting positive nonlinear effect was also observed.",

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AU - Hayano, Tetsuji

AU - Sakaguchi, Toshiaki

AU - Furuno, Hiroshi

AU - Ohba, Masaaki

AU - Okawa, Hisashi

AU - Inanaga, Junji

PY - 2003/7/5

Y1 - 2003/7/5

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AB - A novel Ce(III)-(R)-BNP complex was conveniently prepared from CAN and (R)-BNP-Na, then successfully used as a homogeneous catalyst for the asymmetric hetero-Diels-Alder reaction affording, after acidic work-up, 6-substituted 5,6-dihydro-4H-pyran-4-one derivatives with high enantioselectivities (up to 94% ee). A mechanistically interesting positive nonlinear effect was also observed.

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Novel cerium(III)-(R)-BNP complex as a storable chiral Lewis acid catalyst for the enantioselective Hetero-Diels-Alder reaction

Abstract

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