Volume 32, Issue 45
Heterocyclic Compounds
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ChemInform Abstract: Enantioselective [2,3]-Sigmatropic and [1,2]-Stevens Rearrangements via Intramolecular Formation of Allylic Oxonium Ylides Catalyzed by Chiral Dirhodium(II) Carboxylates.

Shinji Kitagaki

Shinji Kitagaki

Grad. Sch. Pharm. Sci., Hokkaido Univ., Sapporo 060, Japan

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Yoshimasa Yanamoto

Yoshimasa Yanamoto

Grad. Sch. Pharm. Sci., Hokkaido Univ., Sapporo 060, Japan

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Hideyuki Tsutsui

Hideyuki Tsutsui

Grad. Sch. Pharm. Sci., Hokkaido Univ., Sapporo 060, Japan

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Masahiro Anada

Masahiro Anada

Grad. Sch. Pharm. Sci., Hokkaido Univ., Sapporo 060, Japan

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Makoto Nakajima

Makoto Nakajima

Grad. Sch. Pharm. Sci., Hokkaido Univ., Sapporo 060, Japan

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Shunichi Hashimoto

Shunichi Hashimoto

Grad. Sch. Pharm. Sci., Hokkaido Univ., Sapporo 060, Japan

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First published: 23 May 2010

Abstract

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ChemInform Abstract

Decomposition of diazoesters under optimized conditions A) generates allylic oxonium ylides which undergo enantioselective [2,3]-sigmatropic rearrangement yielding benzofuranones with moderate e.e.

chemical structure image

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