Novel [3+2] cycloaddition of alkylidenecyclopropanes with aldehydes catalyzed by palladium

Itaru Nakamura; Byoung Ho Oh; Shinichi Saito; Yoshinori Yamamoto

doi:10.1002/1521-3773(20010401)40:7<1298::AID-ANIE1298>3.0.CO;2-4

Novel [3+2] cycloaddition of alkylidenecyclopropanes with aldehydes catalyzed by palladium

Itaru Nakamura, Byoung Ho Oh, Shinichi Saito, Yoshinori Yamamoto

SCI - Research and Analytical Center for Giant Molecules

Tohoku University

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

121 Citations (Scopus)

Abstract

Multiply substituted tetrahydrofuran rings can be prepared by the [3+2] cycloaddition of alkylidenecyclopropanes 1 with aldehydes 2 [Eq. (1)]. In this reaction, the distal bond of the cyclopropane ring is cleaved, and 3-methylenetetrahydrofuran derivatives 3 are produced in good yields.

Original language	English
Pages (from-to)	1298-1300
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	40
Issue number	7
DOIs	https://doi.org/10.1002/1521-3773(20010401)40:7<1298::AID-ANIE1298>3.0.CO;2-4
Publication status	Published - 2001 Apr 2

Keywords

Aldehydes
Cycloaddition heterocycles
Palladium
Synthetic methods

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10.1002/1521-3773(20010401)40:7<1298::AID-ANIE1298>3.0.CO;2-4

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title = "Novel [3+2] cycloaddition of alkylidenecyclopropanes with aldehydes catalyzed by palladium",

abstract = "Multiply substituted tetrahydrofuran rings can be prepared by the [3+2] cycloaddition of alkylidenecyclopropanes 1 with aldehydes 2 [Eq. (1)]. In this reaction, the distal bond of the cyclopropane ring is cleaved, and 3-methylenetetrahydrofuran derivatives 3 are produced in good yields.",

keywords = "Aldehydes, Cycloaddition heterocycles, Palladium, Synthetic methods",

author = "Itaru Nakamura and Oh, {Byoung Ho} and Shinichi Saito and Yoshinori Yamamoto",

year = "2001",

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T1 - Novel [3+2] cycloaddition of alkylidenecyclopropanes with aldehydes catalyzed by palladium

AU - Nakamura, Itaru

AU - Oh, Byoung Ho

AU - Saito, Shinichi

AU - Yamamoto, Yoshinori

PY - 2001/4/2

Y1 - 2001/4/2

N2 - Multiply substituted tetrahydrofuran rings can be prepared by the [3+2] cycloaddition of alkylidenecyclopropanes 1 with aldehydes 2 [Eq. (1)]. In this reaction, the distal bond of the cyclopropane ring is cleaved, and 3-methylenetetrahydrofuran derivatives 3 are produced in good yields.

AB - Multiply substituted tetrahydrofuran rings can be prepared by the [3+2] cycloaddition of alkylidenecyclopropanes 1 with aldehydes 2 [Eq. (1)]. In this reaction, the distal bond of the cyclopropane ring is cleaved, and 3-methylenetetrahydrofuran derivatives 3 are produced in good yields.

KW - Aldehydes

KW - Cycloaddition heterocycles

KW - Palladium

KW - Synthetic methods

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DO - 10.1002/1521-3773(20010401)40:7<1298::AID-ANIE1298>3.0.CO;2-4

M3 - Article

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VL - 40

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 7

ER -

Novel [3+2] cycloaddition of alkylidenecyclopropanes with aldehydes catalyzed by palladium

Abstract

Keywords

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