Mechanism of the Stevens rearrangement of ammonium ylides

Yasuhiro Maeda; Yoshiro Sato

doi:10.1039/a608492c

Mechanism of the Stevens rearrangement of ammonium ylides

Yasuhiro Maeda
, Yoshiro Sato

研究成果: ジャーナルへの寄稿 › 学術論文 › 査読

30 被引用数 (Scopus)

抄録

Isomerization of trimethylammonium N-benzylide 2 failed to occur at room temperature in a non-basic medium (HMPA) or at -78°C in the presence of butyllithium in THF. However, N,N-dimethyl-1-phenylethylamine 4 (Stevens rearrangement product) was formed when the temperature of the latter reaction was raised to room temperature. The mechanism of the Stevens rearrangement is discussed.

本文言語	英語
ページ（範囲）	1491-1493
ページ数	3
ジャーナル	Journal of the Chemical Society - Perkin Transactions 1
号	10
DOI	https://doi.org/10.1039/a608492c
出版ステータス	出版済み - 21-05-1997
外部発表	はい

All Science Journal Classification (ASJC) codes

化学一般

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10.1039/a608492c

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title = "Mechanism of the Stevens rearrangement of ammonium ylides",

abstract = "Isomerization of trimethylammonium N-benzylide 2 failed to occur at room temperature in a non-basic medium (HMPA) or at -78°C in the presence of butyllithium in THF. However, N,N-dimethyl-1-phenylethylamine 4 (Stevens rearrangement product) was formed when the temperature of the latter reaction was raised to room temperature. The mechanism of the Stevens rearrangement is discussed.",

author = "Yasuhiro Maeda and Yoshiro Sato",

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AU - Sato, Yoshiro

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AB - Isomerization of trimethylammonium N-benzylide 2 failed to occur at room temperature in a non-basic medium (HMPA) or at -78°C in the presence of butyllithium in THF. However, N,N-dimethyl-1-phenylethylamine 4 (Stevens rearrangement product) was formed when the temperature of the latter reaction was raised to room temperature. The mechanism of the Stevens rearrangement is discussed.

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JO - Journal of the Chemical Society - Perkin Transactions 1

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Mechanism of the Stevens rearrangement of ammonium ylides

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