A concise synthesis of (+)-SCH 351448

Omid Soltani; Jef K. De Brabander

doi:10.1021/ol0510769

A concise synthesis of (+)-SCH 351448

Omid Soltani, Jef K. De Brabander

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

33 Scopus citations

Abstract

(Chemical Equation Presented) We describe a highly convergent synthetic approach to the natural product (+)-SCH 351448 (1) - a hexane-soluble heptacoordinate monosodium salt of a C₂-symmetrical macrocyclic dilactone. Our approach implements a photochemical acylation as the key step to combine two nearly identical but orthogonal C1-C29 fragments, followed by a base-induced intramolecular acylation and deprotection to yield the natural product.

Original language	English (US)
Pages (from-to)	2791-2793
Number of pages	3
Journal	Organic Letters
Volume	7
Issue number	13
DOIs	https://doi.org/10.1021/ol0510769
State	Published - 2005

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol0510769

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abstract = "(Chemical Equation Presented) We describe a highly convergent synthetic approach to the natural product (+)-SCH 351448 (1) - a hexane-soluble heptacoordinate monosodium salt of a C2-symmetrical macrocyclic dilactone. Our approach implements a photochemical acylation as the key step to combine two nearly identical but orthogonal C1-C29 fragments, followed by a base-induced intramolecular acylation and deprotection to yield the natural product.",

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AB - (Chemical Equation Presented) We describe a highly convergent synthetic approach to the natural product (+)-SCH 351448 (1) - a hexane-soluble heptacoordinate monosodium salt of a C2-symmetrical macrocyclic dilactone. Our approach implements a photochemical acylation as the key step to combine two nearly identical but orthogonal C1-C29 fragments, followed by a base-induced intramolecular acylation and deprotection to yield the natural product.

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A concise synthesis of (+)-SCH 351448

Abstract

ASJC Scopus subject areas

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