Enantioselective Synthesis of the Spirotetracyclic Carbon Core of Mangicols by Using a Stereoselective Transannnnular Diels-Alder Strategy

Keisuke Araki; Keiji Saito; Hirokazu Arimoto; Daisuke Uemura

doi:10.1002/anie.200351750

Enantioselective Synthesis of the Spirotetracyclic Carbon Core of Mangicols by Using a Stereoselective Transannnnular Diels-Alder Strategy

Keisuke Araki, Keiji Saito, Hirokazu Arimoto, Daisuke Uemura

LIF - Molecular and Chemical Life Science

Nagoya University

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

32 Citations (Scopus)

Abstract

"TADA!" is not the trumpet fanfare but the transannular Diels-Alder reaction concluding the synthesis of the tetracyclic core of the mangicols, a family of marine sesterterpenes. Further highlights in the synthesis include a novel chlorination and an intramolecular Nozaki-Hiyama-Kishi coupling reaction. Bn=benzyl.

Original language	English
Pages (from-to)	81-84
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	43
Issue number	1
DOIs	https://doi.org/10.1002/anie.200351750
Publication status	Published - 2004 Dec 22

Keywords

Cycloaddition
Diastereoselectivity
Natural products
Spiro compounds
Synthesis design

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1002/anie.200351750

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AU - Saito, Keiji

AU - Arimoto, Hirokazu

AU - Uemura, Daisuke

PY - 2004/12/22

Y1 - 2004/12/22

N2 - "TADA!" is not the trumpet fanfare but the transannular Diels-Alder reaction concluding the synthesis of the tetracyclic core of the mangicols, a family of marine sesterterpenes. Further highlights in the synthesis include a novel chlorination and an intramolecular Nozaki-Hiyama-Kishi coupling reaction. Bn=benzyl.

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KW - Cycloaddition

KW - Diastereoselectivity

KW - Natural products

KW - Spiro compounds

KW - Synthesis design

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Enantioselective Synthesis of the Spirotetracyclic Carbon Core of Mangicols by Using a Stereoselective Transannnnular Diels-Alder Strategy

Abstract

Keywords

UN SDGs

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