Total synthesis of (±)-platencin

Takehiko Yoshimitsu; Shoji Nojima; Masashi Hashimoto; Tetsuaki Tanaka

doi:10.1021/ol2013439

Total synthesis of (±)-platencin

Takehiko Yoshimitsu, Shoji Nojima, Masashi Hashimoto, Tetsuaki Tanaka

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

40 Citations (Scopus)

Abstract

A novel route to (±)-platencin is reported, in which the highly stereoselective alkylative quaternization of a cyclohexenone scaffold via 1,4-diastereoinduction and two radical carbon-carbon bond-forming reactions that involve titanium(III)-mediated cyclization and stannyl-radical-mediated skeletal rearrangement are utilized.

Original language	English
Pages (from-to)	3698-3701
Number of pages	4
Journal	Organic Letters
Volume	13
Issue number	14
DOIs	https://doi.org/10.1021/ol2013439
Publication status	Published - Jul 15 2011
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol2013439

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title = "Total synthesis of (±)-platencin",

abstract = "A novel route to (±)-platencin is reported, in which the highly stereoselective alkylative quaternization of a cyclohexenone scaffold via 1,4-diastereoinduction and two radical carbon-carbon bond-forming reactions that involve titanium(III)-mediated cyclization and stannyl-radical-mediated skeletal rearrangement are utilized.",

author = "Takehiko Yoshimitsu and Shoji Nojima and Masashi Hashimoto and Tetsuaki Tanaka",

year = "2011",

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AU - Yoshimitsu, Takehiko

AU - Nojima, Shoji

AU - Hashimoto, Masashi

AU - Tanaka, Tetsuaki

PY - 2011/7/15

Y1 - 2011/7/15

N2 - A novel route to (±)-platencin is reported, in which the highly stereoselective alkylative quaternization of a cyclohexenone scaffold via 1,4-diastereoinduction and two radical carbon-carbon bond-forming reactions that involve titanium(III)-mediated cyclization and stannyl-radical-mediated skeletal rearrangement are utilized.

AB - A novel route to (±)-platencin is reported, in which the highly stereoselective alkylative quaternization of a cyclohexenone scaffold via 1,4-diastereoinduction and two radical carbon-carbon bond-forming reactions that involve titanium(III)-mediated cyclization and stannyl-radical-mediated skeletal rearrangement are utilized.

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Total synthesis of (±)-platencin

Abstract

ASJC Scopus subject areas

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