Palladium-catalyzed γ -selective and stereospecific allyl-aryl coupling between allylic acetates and arylboronic acids

Hirohisa Ohmiya; Yusuke Makida; Tatsunori Tanaka; Masaya Sawamura

doi:10.1021/ja808673n

Palladium-catalyzed γ -selective and stereospecific allyl-aryl coupling between allylic acetates and arylboronic acids

Hirohisa Ohmiya, Yusuke Makida, Tatsunori Tanaka, Masaya Sawamura

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

126 Citations (Scopus)

Abstract

Allyl-aryl coupling between allylic acetates and arylboronic acids took place in the presence of catalytic amounts of Pd(OAc)2, 1,10-phenanthroline, and AgSbF6 with high #-selectivity and E/Z-selectivity. The reaction of an optically active allylic acetates with an (-stereogenic center proceeded with excellent (-to-# chirality transfer with syn-selectivity and gave the corresponding optically active allyl-aryl coupling products with a stereogenic center at the benzylic position.

Original language	English
Pages (from-to)	17276-17277
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	130
Issue number	51
DOIs	https://doi.org/10.1021/ja808673n
Publication status	Published - Dec 24 2008
Externally published	Yes

All Science Journal Classification (ASJC) codes

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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abstract = "Allyl-aryl coupling between allylic acetates and arylboronic acids took place in the presence of catalytic amounts of Pd(OAc)2, 1,10-phenanthroline, and AgSbF6 with high #-selectivity and E/Z-selectivity. The reaction of an optically active allylic acetates with an (-stereogenic center proceeded with excellent (-to-# chirality transfer with syn-selectivity and gave the corresponding optically active allyl-aryl coupling products with a stereogenic center at the benzylic position.",

author = "Hirohisa Ohmiya and Yusuke Makida and Tatsunori Tanaka and Masaya Sawamura",

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T1 - Palladium-catalyzed γ -selective and stereospecific allyl-aryl coupling between allylic acetates and arylboronic acids

AU - Ohmiya, Hirohisa

AU - Makida, Yusuke

AU - Tanaka, Tatsunori

AU - Sawamura, Masaya

PY - 2008/12/24

Y1 - 2008/12/24

N2 - Allyl-aryl coupling between allylic acetates and arylboronic acids took place in the presence of catalytic amounts of Pd(OAc)2, 1,10-phenanthroline, and AgSbF6 with high #-selectivity and E/Z-selectivity. The reaction of an optically active allylic acetates with an (-stereogenic center proceeded with excellent (-to-# chirality transfer with syn-selectivity and gave the corresponding optically active allyl-aryl coupling products with a stereogenic center at the benzylic position.

AB - Allyl-aryl coupling between allylic acetates and arylboronic acids took place in the presence of catalytic amounts of Pd(OAc)2, 1,10-phenanthroline, and AgSbF6 with high #-selectivity and E/Z-selectivity. The reaction of an optically active allylic acetates with an (-stereogenic center proceeded with excellent (-to-# chirality transfer with syn-selectivity and gave the corresponding optically active allyl-aryl coupling products with a stereogenic center at the benzylic position.

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Palladium-catalyzed γ -selective and stereospecific allyl-aryl coupling between allylic acetates and arylboronic acids

Abstract

All Science Journal Classification (ASJC) codes

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