Stereoselective multimodal transformations of planar chiral 9-membered diallylic amides

Katsuhiko Tomooka; Masaki Suzuki; Maki Shimada; Runyan Ni; Kazuhiro Uehara

doi:10.1021/ol202009x

Stereoselective multimodal transformations of planar chiral 9-membered diallylic amides

Katsuhiko Tomooka
, Masaki Suzuki
, Maki Shimada
, Runyan Ni
, Kazuhiro Uehara

Department of Applied Molecular Chemistry

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

19 Citations (Scopus)

Abstract

Intermolecular reactions of planar chiral 9-membered diallylic amides provide a variety of bicyclic compounds with central chiralities in a stereospecific fashion with high group selectivity. Lewis-acid-promoted intramolecular reactions of the obtained bicyclic compounds provide transannular products in a stereospecific fashion. Furthermore, a direct transannular reaction of diallylic amide involving sequential intermolecular-intramolecular reactions has been developed.

Original language	English
Pages (from-to)	4926-4929
Number of pages	4
Journal	Organic letters
Volume	13
Issue number	18
DOIs	https://doi.org/10.1021/ol202009x
Publication status	Published - Sept 16 2011

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol202009x

Cite this

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abstract = "Intermolecular reactions of planar chiral 9-membered diallylic amides provide a variety of bicyclic compounds with central chiralities in a stereospecific fashion with high group selectivity. Lewis-acid-promoted intramolecular reactions of the obtained bicyclic compounds provide transannular products in a stereospecific fashion. Furthermore, a direct transannular reaction of diallylic amide involving sequential intermolecular-intramolecular reactions has been developed.",

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AU - Tomooka, Katsuhiko

AU - Suzuki, Masaki

AU - Shimada, Maki

AU - Ni, Runyan

AU - Uehara, Kazuhiro

PY - 2011/9/16

Y1 - 2011/9/16

N2 - Intermolecular reactions of planar chiral 9-membered diallylic amides provide a variety of bicyclic compounds with central chiralities in a stereospecific fashion with high group selectivity. Lewis-acid-promoted intramolecular reactions of the obtained bicyclic compounds provide transannular products in a stereospecific fashion. Furthermore, a direct transannular reaction of diallylic amide involving sequential intermolecular-intramolecular reactions has been developed.

AB - Intermolecular reactions of planar chiral 9-membered diallylic amides provide a variety of bicyclic compounds with central chiralities in a stereospecific fashion with high group selectivity. Lewis-acid-promoted intramolecular reactions of the obtained bicyclic compounds provide transannular products in a stereospecific fashion. Furthermore, a direct transannular reaction of diallylic amide involving sequential intermolecular-intramolecular reactions has been developed.

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U2 - 10.1021/ol202009x

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JO - Organic letters

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ER -

Stereoselective multimodal transformations of planar chiral 9-membered diallylic amides

Abstract

All Science Journal Classification (ASJC) codes

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