Asymmetric formal [3 + 2] cycloaddition reaction of succinaldehyde via diarylprolinol-mediated domino aldol-acetalization reaction for the construction of tetrahydrofuran

Yujiro Hayashi; Kentaro Nishino; Itaru Sato

doi:10.1246/cl.130544

Asymmetric formal [3 + 2] cycloaddition reaction of succinaldehyde via diarylprolinol-mediated domino aldol-acetalization reaction for the construction of tetrahydrofuran

Yujiro Hayashi, Kentaro Nishino, Itaru Sato

SCI - Chemistry

Tohoku University

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

13 Citations (Scopus)

Abstract

Highly enantioselective synthesis of tetrahydrofurans was accomplished via a formal [3 + 2] cycloaddition reaction of succinaldehyde, which acts as a three-carbon unit. The reaction consists of the domino reaction of the diarylprolinol-mediated aldol reaction of succinaldehyde followed by an intramolecular acetalization reaction.

Original language	English
Pages (from-to)	1294-1296
Number of pages	3
Journal	Chemistry Letters
Volume	42
Issue number	10
DOIs	https://doi.org/10.1246/cl.130544
Publication status	Published - 2013

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abstract = "Highly enantioselective synthesis of tetrahydrofurans was accomplished via a formal [3 + 2] cycloaddition reaction of succinaldehyde, which acts as a three-carbon unit. The reaction consists of the domino reaction of the diarylprolinol-mediated aldol reaction of succinaldehyde followed by an intramolecular acetalization reaction.",

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AU - Sato, Itaru

PY - 2013

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N2 - Highly enantioselective synthesis of tetrahydrofurans was accomplished via a formal [3 + 2] cycloaddition reaction of succinaldehyde, which acts as a three-carbon unit. The reaction consists of the domino reaction of the diarylprolinol-mediated aldol reaction of succinaldehyde followed by an intramolecular acetalization reaction.

AB - Highly enantioselective synthesis of tetrahydrofurans was accomplished via a formal [3 + 2] cycloaddition reaction of succinaldehyde, which acts as a three-carbon unit. The reaction consists of the domino reaction of the diarylprolinol-mediated aldol reaction of succinaldehyde followed by an intramolecular acetalization reaction.

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Asymmetric formal [3 + 2] cycloaddition reaction of succinaldehyde via diarylprolinol-mediated domino aldol-acetalization reaction for the construction of tetrahydrofuran

Abstract

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