Volume 29, Issue 40
Isocyclic Compounds
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ChemInform Abstract: Synthesis of Wasabidienone A via a Novel Acyl Rearrangement Reaction from Carbon to Oxygen.

S. SATO

S. SATO

Dep. Mater. Sci. Eng., Fac. Eng., Yamagata Univ., Yonezawa, Yamagata 992, Japan

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H. OBARA

H. OBARA

Dep. Mater. Sci. Eng., Fac. Eng., Yamagata Univ., Yonezawa, Yamagata 992, Japan

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K. YUSA

K. YUSA

Dep. Mater. Sci. Eng., Fac. Eng., Yamagata Univ., Yonezawa, Yamagata 992, Japan

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K. SUDO

K. SUDO

Dep. Mater. Sci. Eng., Fac. Eng., Yamagata Univ., Yonezawa, Yamagata 992, Japan

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M. SANDO

M. SANDO

Dep. Mater. Sci. Eng., Fac. Eng., Yamagata Univ., Yonezawa, Yamagata 992, Japan

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H. KAGAYA

H. KAGAYA

Dep. Mater. Sci. Eng., Fac. Eng., Yamagata Univ., Yonezawa, Yamagata 992, Japan

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H. IJICHI

H. IJICHI

Dep. Mater. Sci. Eng., Fac. Eng., Yamagata Univ., Yonezawa, Yamagata 992, Japan

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S. MATSUBA

S. MATSUBA

Dep. Mater. Sci. Eng., Fac. Eng., Yamagata Univ., Yonezawa, Yamagata 992, Japan

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T. KAMAZAWA

T. KAMAZAWA

Dep. Mater. Sci. Eng., Fac. Eng., Yamagata Univ., Yonezawa, Yamagata 992, Japan

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J. ONODERA

J. ONODERA

Dep. Mater. Sci. Eng., Fac. Eng., Yamagata Univ., Yonezawa, Yamagata 992, Japan

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First published: 19 June 2010

Abstract

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ChemInform Abstract

The key step in the synthesis of the yellow pigment wasabidienone A (VII) is the rearrangement of an acyl group from carbon to the β-hydroxy oxygen of the cyclohexadienone (V). This novel type of reaction is extended to other cyclohexadienones [cf. (VIII), 10 examples] with low to excellent result.

chemical structure image

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