Formal Synthesis of Ezetimibe Using a Proline-mediated, Asymmetric, Three-component Mannich Reaction

Yasuharu Shimasaki; Seitaro Koshino; Yujiro Hayashi

doi:10.1246/cl.150916

Formal Synthesis of Ezetimibe Using a Proline-mediated, Asymmetric, Three-component Mannich Reaction

Yasuharu Shimasaki, Seitaro Koshino, Yujiro Hayashi

SCI - Chemistry

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

5 Citations (Scopus)

Abstract

The formal total synthesis of ezetimibe was accomplished using a proline-mediated, asymmetric, three-component Mannich reaction as the key step. The two stereogenic centers on the β-lactam skeleton of ezetimibe were controlled by the syn-selective asymmetric Mannich reaction, followed by isomerization.

Original language	English
Pages (from-to)	30-32
Number of pages	3
Journal	Chemistry Letters
Volume	45
Issue number	1
DOIs	https://doi.org/10.1246/cl.150916
Publication status	Published - 2016

ASJC Scopus subject areas

Chemistry(all)

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10.1246/cl.150916

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title = "Formal Synthesis of Ezetimibe Using a Proline-mediated, Asymmetric, Three-component Mannich Reaction",

abstract = "The formal total synthesis of ezetimibe was accomplished using a proline-mediated, asymmetric, three-component Mannich reaction as the key step. The two stereogenic centers on the β-lactam skeleton of ezetimibe were controlled by the syn-selective asymmetric Mannich reaction, followed by isomerization.",

author = "Yasuharu Shimasaki and Seitaro Koshino and Yujiro Hayashi",

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AU - Shimasaki, Yasuharu

AU - Koshino, Seitaro

AU - Hayashi, Yujiro

PY - 2016

Y1 - 2016

N2 - The formal total synthesis of ezetimibe was accomplished using a proline-mediated, asymmetric, three-component Mannich reaction as the key step. The two stereogenic centers on the β-lactam skeleton of ezetimibe were controlled by the syn-selective asymmetric Mannich reaction, followed by isomerization.

AB - The formal total synthesis of ezetimibe was accomplished using a proline-mediated, asymmetric, three-component Mannich reaction as the key step. The two stereogenic centers on the β-lactam skeleton of ezetimibe were controlled by the syn-selective asymmetric Mannich reaction, followed by isomerization.

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JO - Chemistry Letters

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Formal Synthesis of Ezetimibe Using a Proline-mediated, Asymmetric, Three-component Mannich Reaction

Abstract

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