Stereoselective synthesis of allylsilanes bearing tetrasubstituted olefin via 2,2-Diborylethylsilane

Kohei Endo; Akira Sakamoto; Takahiro Ohkubo; Takanori Shibata

doi:10.1246/cl.2011.1440

Stereoselective synthesis of allylsilanes bearing tetrasubstituted olefin via 2,2-Diborylethylsilane

Kohei Endo^*, Akira Sakamoto, Takahiro Ohkubo, Takanori Shibata

^*Corresponding author for this work

School of Advanced Science and Engineering

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

35 Citations (Scopus)

Abstract

The regio-and stereoselective synthesis of allylsilane derivatives bearing a tetrasubstituted olefin was achieved using 2,2-diborylethylsilane as a key intermediate. The regioselective deprotonation of a 2,2-diborylethylsilane with LTMP and the subsequent nucleophilic addition to ketones gave corresponding allylsilanes in good to excellent yield with excellent stereoselectivity.

Original language	English
Pages (from-to)	1440-1442
Number of pages	3
Journal	Chemistry Letters
Volume	40
Issue number	12
DOIs	https://doi.org/10.1246/cl.2011.1440
Publication status	Published - 2011

ASJC Scopus subject areas

Chemistry(all)

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abstract = "The regio-and stereoselective synthesis of allylsilane derivatives bearing a tetrasubstituted olefin was achieved using 2,2-diborylethylsilane as a key intermediate. The regioselective deprotonation of a 2,2-diborylethylsilane with LTMP and the subsequent nucleophilic addition to ketones gave corresponding allylsilanes in good to excellent yield with excellent stereoselectivity.",

author = "Kohei Endo and Akira Sakamoto and Takahiro Ohkubo and Takanori Shibata",

year = "2011",

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AU - Endo, Kohei

AU - Sakamoto, Akira

AU - Ohkubo, Takahiro

AU - Shibata, Takanori

PY - 2011

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AB - The regio-and stereoselective synthesis of allylsilane derivatives bearing a tetrasubstituted olefin was achieved using 2,2-diborylethylsilane as a key intermediate. The regioselective deprotonation of a 2,2-diborylethylsilane with LTMP and the subsequent nucleophilic addition to ketones gave corresponding allylsilanes in good to excellent yield with excellent stereoselectivity.

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Stereoselective synthesis of allylsilanes bearing tetrasubstituted olefin via 2,2-Diborylethylsilane

Abstract

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