Role of Vicinal Diol Controller in Discriminating π(C=C)-Faces of Dipolarophile in Nitrone-Olefin Cycloaddition Reactions

Seiki Saito; Teruhiko Ishikawa; Toshio Moriwake

doi:10.1055/s-1994-22828

Role of Vicinal Diol Controller in Discriminating π(C=C)-Faces of Dipolarophile in Nitrone-Olefin Cycloaddition Reactions

Seiki Saito, Teruhiko Ishikawa, Toshio Moriwake

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

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Abstract

Diastereofaces of carbon-carbon double bonds linked to (4S,5S)-bis(t-butyldimethylsiloxy)-framework as a controller of acyclic conformation have been differentiated with >99 %de in nitrone-olefin [3+2] cycloaddition reactions, whereas the nitrones were discriminated with selectivity ranging from 60 to 88 %de.

Original language	English
Pages (from-to)	279-281
Number of pages	3
Journal	Synlett
Volume	1994
Issue number	4
DOIs	https://doi.org/10.1055/s-1994-22828
Publication status	Published - Apr 1 1994

ASJC Scopus subject areas

Organic Chemistry

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title = "Role of Vicinal Diol Controller in Discriminating π(C=C)-Faces of Dipolarophile in Nitrone-Olefin Cycloaddition Reactions",

abstract = "Diastereofaces of carbon-carbon double bonds linked to (4S,5S)-bis(t-butyldimethylsiloxy)-framework as a controller of acyclic conformation have been differentiated with >99 %de in nitrone-olefin [3+2] cycloaddition reactions, whereas the nitrones were discriminated with selectivity ranging from 60 to 88 %de.",

author = "Seiki Saito and Teruhiko Ishikawa and Toshio Moriwake",

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AU - Moriwake, Toshio

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AB - Diastereofaces of carbon-carbon double bonds linked to (4S,5S)-bis(t-butyldimethylsiloxy)-framework as a controller of acyclic conformation have been differentiated with >99 %de in nitrone-olefin [3+2] cycloaddition reactions, whereas the nitrones were discriminated with selectivity ranging from 60 to 88 %de.

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Role of Vicinal Diol Controller in Discriminating π(C=C)-Faces of Dipolarophile in Nitrone-Olefin Cycloaddition Reactions

Abstract

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