Synthesis and structural analysis of nine-membered enyne nitrogen heterocycles

Kazunobu Igawa; Takeshi Kawabata; Kazuhiro Uehara; Katsuhiko Tomooka

doi:10.3987/COM-14-S(K)109

Synthesis and structural analysis of nine-membered enyne nitrogen heterocycles

Kazunobu Igawa, Takeshi Kawabata, Kazuhiro Uehara, Katsuhiko Tomooka

Department of Applied Molecular Chemistry

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

3 Citations (Scopus)

Abstract

An efficient approach to the nine-membered enyne nitrogen heterocycle 3 is presented. ¹H NMR analysis reveals that both 3a (R = H, X = Ts) and 3b (R = Me, X = Ts) exhibit significant labile planar chirality in solution at ambient temperature. The X-ray analysis of 3b shows that the enantiotopic faces of the alkene are differentiated by the alkyne moiety in the solid state.

Original language	English
Pages (from-to)	901-906
Number of pages	6
Journal	Heterocycles
Volume	90
Issue number	2
DOIs	https://doi.org/10.3987/COM-14-S(K)109
Publication status	Published - 2015

All Science Journal Classification (ASJC) codes

Analytical Chemistry
Pharmacology
Organic Chemistry

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abstract = "An efficient approach to the nine-membered enyne nitrogen heterocycle 3 is presented. 1H NMR analysis reveals that both 3a (R = H, X = Ts) and 3b (R = Me, X = Ts) exhibit significant labile planar chirality in solution at ambient temperature. The X-ray analysis of 3b shows that the enantiotopic faces of the alkene are differentiated by the alkyne moiety in the solid state.",

author = "Kazunobu Igawa and Takeshi Kawabata and Kazuhiro Uehara and Katsuhiko Tomooka",

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T1 - Synthesis and structural analysis of nine-membered enyne nitrogen heterocycles

AU - Igawa, Kazunobu

AU - Kawabata, Takeshi

AU - Uehara, Kazuhiro

AU - Tomooka, Katsuhiko

PY - 2015

Y1 - 2015

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AB - An efficient approach to the nine-membered enyne nitrogen heterocycle 3 is presented. 1H NMR analysis reveals that both 3a (R = H, X = Ts) and 3b (R = Me, X = Ts) exhibit significant labile planar chirality in solution at ambient temperature. The X-ray analysis of 3b shows that the enantiotopic faces of the alkene are differentiated by the alkyne moiety in the solid state.

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EP - 906

JO - Heterocycles

JF - Heterocycles

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ER -

Synthesis and structural analysis of nine-membered enyne nitrogen heterocycles

Abstract

All Science Journal Classification (ASJC) codes

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