Highly efficient and diastereoselective synthesis of (+)-lineatin

Ramon Alibés; Pedro De March; Marta Figueredo; Josep Font; Marta Racamonde; Teodor Parella

doi:10.1021/ol0497032

Highly efficient and diastereoselective synthesis of (+)-lineatin

Ramon Alibés, Pedro De March, Marta Figueredo, Josep Font, Marta Racamonde, Teodor Parella

Department of Chemistry

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

35 Citations (Scopus)

Abstract

A linear sequence was used to synthesize (+)-lineatin in 14 steps and 14% overall yield from a homochiral 2(5H)-furanone. Key steps of this synthetic approach feature the diastereoselective construction of a cyclobutene through a photochemical [2 + 2] cycloaddition and a regiocontrolled oxymercuration reaction.

Original language	English
Pages (from-to)	1449-1452
Journal	Organic Letters
Volume	6
Issue number	9
DOIs	https://doi.org/10.1021/ol0497032
Publication status	Published - 29 Apr 2004

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title = "Highly efficient and diastereoselective synthesis of (+)-lineatin",

abstract = "A linear sequence was used to synthesize (+)-lineatin in 14 steps and 14% overall yield from a homochiral 2(5H)-furanone. Key steps of this synthetic approach feature the diastereoselective construction of a cyclobutene through a photochemical [2 + 2] cycloaddition and a regiocontrolled oxymercuration reaction.",

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AU - Alibés, Ramon

AU - De March, Pedro

AU - Figueredo, Marta

AU - Font, Josep

AU - Racamonde, Marta

AU - Parella, Teodor

PY - 2004/4/29

Y1 - 2004/4/29

N2 - A linear sequence was used to synthesize (+)-lineatin in 14 steps and 14% overall yield from a homochiral 2(5H)-furanone. Key steps of this synthetic approach feature the diastereoselective construction of a cyclobutene through a photochemical [2 + 2] cycloaddition and a regiocontrolled oxymercuration reaction.

AB - A linear sequence was used to synthesize (+)-lineatin in 14 steps and 14% overall yield from a homochiral 2(5H)-furanone. Key steps of this synthetic approach feature the diastereoselective construction of a cyclobutene through a photochemical [2 + 2] cycloaddition and a regiocontrolled oxymercuration reaction.

U2 - 10.1021/ol0497032

DO - 10.1021/ol0497032

M3 - Article

VL - 6

SP - 1449

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ER -

Highly efficient and diastereoselective synthesis of (+)-lineatin

Abstract

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