Synthesis and stereochemical behavior of (E)-cyclononene derivatives

Katsuhiko Tomooka; Hiroko Inoue; Kazunobu Igawa

doi:10.1246/cl.2011.591

Synthesis and stereochemical behavior of (E)-cyclononene derivatives

Katsuhiko Tomooka, Hiroko Inoue, Kazunobu Igawa

Department of Applied Molecular Chemistry

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

4 Citations (Scopus)

Abstract

A versatile synthetic approach to planar chiral molecules from (E)-5-cyclononen-1-one (1) has been developed; these molecules have multifunctionalities with (E)-cyclononene skeleton. The newly synthesized keto-ester 3 having central chirality shows labile planar chirality. In contrast, enol derivative 4 and enyne 5 show robust planar chirality.

Original language	English
Pages (from-to)	591-593
Number of pages	3
Journal	Chemistry Letters
Volume	40
Issue number	6
DOIs	https://doi.org/10.1246/cl.2011.591
Publication status	Published - 2011

All Science Journal Classification (ASJC) codes

Chemistry(all)

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10.1246/cl.2011.591

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title = "Synthesis and stereochemical behavior of (E)-cyclononene derivatives",

abstract = "A versatile synthetic approach to planar chiral molecules from (E)-5-cyclononen-1-one (1) has been developed; these molecules have multifunctionalities with (E)-cyclononene skeleton. The newly synthesized keto-ester 3 having central chirality shows labile planar chirality. In contrast, enol derivative 4 and enyne 5 show robust planar chirality.",

author = "Katsuhiko Tomooka and Hiroko Inoue and Kazunobu Igawa",

year = "2011",

doi = "10.1246/cl.2011.591",

language = "English",

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journal = "Chemistry Letters",

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publisher = "The Chemical Society of Japan",

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T1 - Synthesis and stereochemical behavior of (E)-cyclononene derivatives

AU - Tomooka, Katsuhiko

AU - Inoue, Hiroko

AU - Igawa, Kazunobu

PY - 2011

Y1 - 2011

N2 - A versatile synthetic approach to planar chiral molecules from (E)-5-cyclononen-1-one (1) has been developed; these molecules have multifunctionalities with (E)-cyclononene skeleton. The newly synthesized keto-ester 3 having central chirality shows labile planar chirality. In contrast, enol derivative 4 and enyne 5 show robust planar chirality.

AB - A versatile synthetic approach to planar chiral molecules from (E)-5-cyclononen-1-one (1) has been developed; these molecules have multifunctionalities with (E)-cyclononene skeleton. The newly synthesized keto-ester 3 having central chirality shows labile planar chirality. In contrast, enol derivative 4 and enyne 5 show robust planar chirality.

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DO - 10.1246/cl.2011.591

M3 - Article

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JO - Chemistry Letters

JF - Chemistry Letters

IS - 6

ER -

Synthesis and stereochemical behavior of (E)-cyclononene derivatives

Abstract

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