Extraordinary microwave effect on atropo-enantioselective catalytic reduction of biaryl lactones

Kazuya Nushiro; Satoshi Kikuchi; Tohru Yamada

doi:10.1246/cl.2013.165

Extraordinary microwave effect on atropo-enantioselective catalytic reduction of biaryl lactones

Kazuya Nushiro, Satoshi Kikuchi, Tohru Yamada

Department of Chemistry

Research output: Contribution to journal › Review article › peer-review

21 Citations (Scopus)

Abstract

It was found that microwave irradiation under strictly controlled temperature conditions drastically enhanced the catalytic atropo- enantioselective CoreyBakshiShibata (CBS) reduction of biaryl lactones. Since the high enantioselectivity was maintained completely compared with conventional heating conditions, the present enhancement is not caused by simple microwave heating. It was also revealed that the microwave irradiation could accelerate the racemization of the atropoenantiomers of optically active biaryl lactone. It could be concluded that the drastic enhancement with retention of the high enantioselectivity was caused not by simple heating, but by some direct microwave effect on the substrate molecule.

Original language	English
Pages (from-to)	165-167
Number of pages	3
Journal	Chemistry Letters
Volume	42
Issue number	2
DOIs	https://doi.org/10.1246/cl.2013.165
Publication status	Published - 2013 Feb 21

ASJC Scopus subject areas

Chemistry(all)

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abstract = "It was found that microwave irradiation under strictly controlled temperature conditions drastically enhanced the catalytic atropo- enantioselective CoreyBakshiShibata (CBS) reduction of biaryl lactones. Since the high enantioselectivity was maintained completely compared with conventional heating conditions, the present enhancement is not caused by simple microwave heating. It was also revealed that the microwave irradiation could accelerate the racemization of the atropoenantiomers of optically active biaryl lactone. It could be concluded that the drastic enhancement with retention of the high enantioselectivity was caused not by simple heating, but by some direct microwave effect on the substrate molecule.",

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AU - Nushiro, Kazuya

AU - Kikuchi, Satoshi

AU - Yamada, Tohru

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Y1 - 2013/2/21

N2 - It was found that microwave irradiation under strictly controlled temperature conditions drastically enhanced the catalytic atropo- enantioselective CoreyBakshiShibata (CBS) reduction of biaryl lactones. Since the high enantioselectivity was maintained completely compared with conventional heating conditions, the present enhancement is not caused by simple microwave heating. It was also revealed that the microwave irradiation could accelerate the racemization of the atropoenantiomers of optically active biaryl lactone. It could be concluded that the drastic enhancement with retention of the high enantioselectivity was caused not by simple heating, but by some direct microwave effect on the substrate molecule.

AB - It was found that microwave irradiation under strictly controlled temperature conditions drastically enhanced the catalytic atropo- enantioselective CoreyBakshiShibata (CBS) reduction of biaryl lactones. Since the high enantioselectivity was maintained completely compared with conventional heating conditions, the present enhancement is not caused by simple microwave heating. It was also revealed that the microwave irradiation could accelerate the racemization of the atropoenantiomers of optically active biaryl lactone. It could be concluded that the drastic enhancement with retention of the high enantioselectivity was caused not by simple heating, but by some direct microwave effect on the substrate molecule.

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JF - Chemistry Letters

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Extraordinary microwave effect on atropo-enantioselective catalytic reduction of biaryl lactones

Abstract

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