A scalable and expedient route to 1- azahelicene derivatives and its subsequent application to a chiral-relay asymmetric strategy

Marko Weiner; Rosenildo  Da Costa; Fu-Howe Lee; Matthew Fuchter

doi:10.1021/ol400493x

A scalable and expedient route to 1- azahelicene derivatives and its subsequent application to a chiral-relay asymmetric strategy

Marko Weiner, Rosenildo Da Costa, Fu-Howe Lee, Matthew Fuchter

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

Abstract

A rapid route to diversely functionalized 1-aza[6]helicenes has been achieved via the development of a copper-mediated cross-coupling reaction, followed by PtCl4-catalyzed cycloisomerization. Not only does this method allow access to these functionally important molecules on gram scale, but this strategy is also suitable for relaying the axial chirality of a key intermediate to the helicity of the product.

Original language	English
Pages (from-to)	1706-1709
Number of pages	4
Journal	Organic Letters
Volume	15
Issue number	7
DOIs	https://doi.org/10.1021/ol400493x
Publication status	Published - 2013

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10.1021/ol400493x

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title = "A scalable and expedient route to 1- azahelicene derivatives and its subsequent application to a chiral-relay asymmetric strategy",

abstract = "A rapid route to diversely functionalized 1-aza[6]helicenes has been achieved via the development of a copper-mediated cross-coupling reaction, followed by PtCl4-catalyzed cycloisomerization. Not only does this method allow access to these functionally important molecules on gram scale, but this strategy is also suitable for relaying the axial chirality of a key intermediate to the helicity of the product.",

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AU - Weiner, Marko

AU - Da Costa, Rosenildo

AU - Lee, Fu-Howe

AU - Fuchter, Matthew

PY - 2013

Y1 - 2013

N2 - A rapid route to diversely functionalized 1-aza[6]helicenes has been achieved via the development of a copper-mediated cross-coupling reaction, followed by PtCl4-catalyzed cycloisomerization. Not only does this method allow access to these functionally important molecules on gram scale, but this strategy is also suitable for relaying the axial chirality of a key intermediate to the helicity of the product.

AB - A rapid route to diversely functionalized 1-aza[6]helicenes has been achieved via the development of a copper-mediated cross-coupling reaction, followed by PtCl4-catalyzed cycloisomerization. Not only does this method allow access to these functionally important molecules on gram scale, but this strategy is also suitable for relaying the axial chirality of a key intermediate to the helicity of the product.

U2 - 10.1021/ol400493x

DO - 10.1021/ol400493x

M3 - Article

SN - 1523-7052

VL - 15

SP - 1706

EP - 1709

JO - Organic Letters

JF - Organic Letters

IS - 7

ER -

A scalable and expedient route to 1- azahelicene derivatives and its subsequent application to a chiral-relay asymmetric strategy

Abstract

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