Total synthesis and stereochemical assignment of (±)-sorbiterrin A

Chao Qi; Tian Qin; Daisuke Suzuki; John A. Porco

doi:10.1021/ja500854q

Total synthesis and stereochemical assignment of (±)-sorbiterrin A

Chao Qi, Tian Qin, Daisuke Suzuki, John A. Porco

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

36 Scopus citations

Abstract

A concise, biomimetic approach to sorbiterrin A has been developed employing consecutive Michael additions of a 4-hydroxypyrone to a sorbicillinol derivative and silver nanoparticle-mediated bridged aldol/dehydration to construct the [3.3.1] ring system. The relative stereochemistry of sorbiterrin A was unambiguously confirmed by X-ray crystallographic analysis.

Original language	English (US)
Pages (from-to)	3374-3377
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	136
Issue number	9
DOIs	https://doi.org/10.1021/ja500854q
State	Published - Mar 5 2014
Externally published	Yes

ASJC Scopus subject areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja500854q

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abstract = "A concise, biomimetic approach to sorbiterrin A has been developed employing consecutive Michael additions of a 4-hydroxypyrone to a sorbicillinol derivative and silver nanoparticle-mediated bridged aldol/dehydration to construct the [3.3.1] ring system. The relative stereochemistry of sorbiterrin A was unambiguously confirmed by X-ray crystallographic analysis.",

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AU - Qin, Tian

AU - Suzuki, Daisuke

AU - Porco, John A.

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Total synthesis and stereochemical assignment of (±)-sorbiterrin A

Abstract

ASJC Scopus subject areas

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