Palladium-catalyzed bisfunctionalization of active alkenes by β-acetonitrile-α-allyl addition: Application to the synthesis of unsymmetric 1,4-di(organo)fullerene derivatives

Shirong Lu; Tienan Jin; Ming Bao; Abdullah M. Asiri; Yoshinori Yamamoto

doi:10.1016/j.tetlet.2011.12.075

Palladium-catalyzed bisfunctionalization of active alkenes by β-acetonitrile-α-allyl addition: Application to the synthesis of unsymmetric 1,4-di(organo)fullerene derivatives

Shirong Lu, Tienan Jin, Ming Bao, Abdullah M. Asiri, Yoshinori Yamamoto

SCI - Research and Analytical Center for Giant Molecules

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

5 Citations (Scopus)

Abstract

A new, efficient palladium-catalyzed bisfunctionalization of ethylidene malononitriles by addition of acetonitrile and allyl groups is developed for the construction of all-carbon quarternary and tertiary centers simultaneously. This methodology is successfully applied to the synthesis of unsymmetric 1,4-disubstituted C ₆₀.

Original language	English
Pages (from-to)	1210-1213
Number of pages	4
Journal	Tetrahedron Letters
Volume	53
Issue number	10
DOIs	https://doi.org/10.1016/j.tetlet.2011.12.075
Publication status	Published - 2012 Mar 7

Keywords

β-Acetonitrile-α-allyl addition
All-carbon quarternary center
Bisfunctionalization of active alkenes
Unsymmetric 1,4-disubstituted C

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10.1016/j.tetlet.2011.12.075

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title = "Palladium-catalyzed bisfunctionalization of active alkenes by β-acetonitrile-α-allyl addition: Application to the synthesis of unsymmetric 1,4-di(organo)fullerene derivatives",

abstract = "A new, efficient palladium-catalyzed bisfunctionalization of ethylidene malononitriles by addition of acetonitrile and allyl groups is developed for the construction of all-carbon quarternary and tertiary centers simultaneously. This methodology is successfully applied to the synthesis of unsymmetric 1,4-disubstituted C 60.",

keywords = "β-Acetonitrile-α-allyl addition, All-carbon quarternary center, Bisfunctionalization of active alkenes, Unsymmetric 1,4-disubstituted C",

author = "Shirong Lu and Tienan Jin and Ming Bao and Asiri, {Abdullah M.} and Yoshinori Yamamoto",

note = "Funding Information: This work was supported by World Premier International Research Center Initiative (WPI), MEXT, Japan. S.L. acknowledges the support of the China Scholarship Council (CSC). ",

year = "2012",

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T1 - Palladium-catalyzed bisfunctionalization of active alkenes by β-acetonitrile-α-allyl addition

T2 - Application to the synthesis of unsymmetric 1,4-di(organo)fullerene derivatives

AU - Lu, Shirong

AU - Jin, Tienan

AU - Bao, Ming

AU - Asiri, Abdullah M.

AU - Yamamoto, Yoshinori

N1 - Funding Information: This work was supported by World Premier International Research Center Initiative (WPI), MEXT, Japan. S.L. acknowledges the support of the China Scholarship Council (CSC).

PY - 2012/3/7

Y1 - 2012/3/7

N2 - A new, efficient palladium-catalyzed bisfunctionalization of ethylidene malononitriles by addition of acetonitrile and allyl groups is developed for the construction of all-carbon quarternary and tertiary centers simultaneously. This methodology is successfully applied to the synthesis of unsymmetric 1,4-disubstituted C 60.

AB - A new, efficient palladium-catalyzed bisfunctionalization of ethylidene malononitriles by addition of acetonitrile and allyl groups is developed for the construction of all-carbon quarternary and tertiary centers simultaneously. This methodology is successfully applied to the synthesis of unsymmetric 1,4-disubstituted C 60.

KW - β-Acetonitrile-α-allyl addition

KW - All-carbon quarternary center

KW - Bisfunctionalization of active alkenes

KW - Unsymmetric 1,4-disubstituted C

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SN - 0040-4039

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SP - 1210

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JO - Tetrahedron Letters

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ER -

Palladium-catalyzed bisfunctionalization of active alkenes by β-acetonitrile-α-allyl addition: Application to the synthesis of unsymmetric 1,4-di(organo)fullerene derivatives

Abstract

Keywords

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