Synthetic studies on cyathins: Enantioselective total synthesis of (+)-allocyathin B2

Masashi Takano; Akinori Umino; Masahisa Nakada

doi:10.1021/ol048010i

Synthetic studies on cyathins: Enantioselective total synthesis of (+)-allocyathin B₂

Masashi Takano, Akinori Umino, Masahisa Nakada^*

^*Corresponding author for this work

School of Advanced Science and Engineering

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

73 Citations (Scopus)

Abstract

(Chemical Equation Presented) The enantioselective total synthesis of (+)-allocyathin B₂ has been achieved. Our approach features a convergent enantioselective construction of the 5-6-7 tricyclic core system using the originally developed chiral building blocks via asymmetric catalysis, the intramolecular aldol reaction in high yield, successful samarium diiodide-mediated ring expansion, and a newly developed double-bond installation method.

Original language	English
Pages (from-to)	4897-4900
Number of pages	4
Journal	Organic Letters
Volume	6
Issue number	26
DOIs	https://doi.org/10.1021/ol048010i
Publication status	Published - 2004 Dec 23

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol048010i

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abstract = "(Chemical Equation Presented) The enantioselective total synthesis of (+)-allocyathin B2 has been achieved. Our approach features a convergent enantioselective construction of the 5-6-7 tricyclic core system using the originally developed chiral building blocks via asymmetric catalysis, the intramolecular aldol reaction in high yield, successful samarium diiodide-mediated ring expansion, and a newly developed double-bond installation method.",

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AB - (Chemical Equation Presented) The enantioselective total synthesis of (+)-allocyathin B2 has been achieved. Our approach features a convergent enantioselective construction of the 5-6-7 tricyclic core system using the originally developed chiral building blocks via asymmetric catalysis, the intramolecular aldol reaction in high yield, successful samarium diiodide-mediated ring expansion, and a newly developed double-bond installation method.

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Synthetic studies on cyathins: Enantioselective total synthesis of (+)-allocyathin B₂

Abstract

ASJC Scopus subject areas

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