Efficient synthesis of eight-membered nitrogen heterocycles from O-propargylic oximes by rhodium-catalyzed cascade reactions

Itaru Nakamura; Yoshinori Sato; Keisuke Takeda; Masahiro Terada

doi:10.1002/chem.201403637

Efficient synthesis of eight-membered nitrogen heterocycles from O-propargylic oximes by rhodium-catalyzed cascade reactions

Itaru Nakamura, Yoshinori Sato, Keisuke Takeda, Masahiro Terada

Tohoku University

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

32 Citations (Scopus)

Abstract

Azocine derivatives were successfully synthesized from O-propargylic oximes by means of a Rh-catalyzed 2,3-rearrangement/heterocyclization cascade reaction. Moreover, the chirality of the substrate was maintained throughout the cascade process to afford the corresponding optically active azocines.

Original language	English
Pages (from-to)	10214-10219
Number of pages	6
Journal	Chemistry - A European Journal
Volume	20
Issue number	33
DOIs	https://doi.org/10.1002/chem.201403637
Publication status	Published - 2014 Aug 11

Keywords

cascade reactions
chirality
nitrogen heterocycles
rearrangement
rhodium

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10.1002/chem.201403637

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abstract = "Azocine derivatives were successfully synthesized from O-propargylic oximes by means of a Rh-catalyzed 2,3-rearrangement/heterocyclization cascade reaction. Moreover, the chirality of the substrate was maintained throughout the cascade process to afford the corresponding optically active azocines.",

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AU - Terada, Masahiro

PY - 2014/8/11

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KW - chirality

KW - nitrogen heterocycles

KW - rearrangement

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Efficient synthesis of eight-membered nitrogen heterocycles from O-propargylic oximes by rhodium-catalyzed cascade reactions

Abstract

Keywords

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