Unprecedented ligand dependent SN2′ mechanism on the palladium-catalyzed nucleophilic substitution to bicyclic dienyl acetates

Hisashi Daimon; Takahiro Kitamura; Tamotsu Kawahara; Isao Shimizu

doi:10.1246/cl.2005.408

Unprecedented ligand dependent S_N2′ mechanism on the palladium-catalyzed nucleophilic substitution to bicyclic dienyl acetates

Hisashi Daimon, Takahiro Kitamura, Tamotsu Kawahara, Isao Shimizu^*

^*この研究の対応する著者

早稲田大学

研究成果: Article › 査読

4 被引用数 (Scopus)

抄録

Palladium-catalyzed nucleophilic reaction to bicyclic dienyl acetates 1 was studied with both optically active substrates and deuterium labeled substrates in order to clarify regioselectivity of the reaction. The regioselectivity depended on phosphine ligands. Thus, S_N2 type reaction was observed using PPh₃. Whereas, unprecedented S_N2′ type reaction proceeded in high yields using DPPP and DPPB, which is applicable to a remote nucleophilic substitution.

本文言語	English
ページ（範囲）	408-409
ページ数	2
ジャーナル	Chemistry Letters
巻	34
号	3
DOI	https://doi.org/10.1246/cl.2005.408
出版ステータス	Published - 2005 3月 5

ASJC Scopus subject areas

化学 (全般)

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10.1246/cl.2005.408

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引用スタイル

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AU - Shimizu, Isao

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