Copper-catalyzed monoborylation of silylalkynes; Regio- and stereoselective synthesis of (Z)-β-(borylvinyl)silanes

Yeong Mi Chae; Jun Sung Bae; Jong Hun Moon; Jin Yong Lee; Jaesook Yun

doi:10.1002/adsc.201300881

Copper-catalyzed monoborylation of silylalkynes; Regio- and stereoselective synthesis of (Z)-β-(borylvinyl)silanes

Yeong Mi Chae, Jun Sung Bae, Jong Hun Moon, Jin Yong Lee, Jaesook Yun

Institute for Basic Science

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

24 Scopus citations

Abstract

The selective copper-catalyzed borylation of silylalkynes in the presence of a diboron reagent and methanol produced a variety of (Z)-β-(borylvinyl) silanes. The appropriate use of a selective ligand for copper allows the chemo-, regio-, and stereoselective monoborylation of silylalkynes. The β-regioselectivity of an N-heterocyclic carbene (NHC)-copper catalyst was investigated by DFT calculations.

Original language	English
Pages (from-to)	843-849
Number of pages	7
Journal	Advanced Synthesis and Catalysis
Volume	356
Issue number	4
DOIs	https://doi.org/10.1002/adsc.201300881
State	Published - 10 Mar 2014
Externally published	Yes

Keywords

(borylvinyl)silanes
borylcupration
copper
monoborylation
silylalkynes

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10.1002/adsc.201300881

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title = "Copper-catalyzed monoborylation of silylalkynes; Regio- and stereoselective synthesis of (Z)-β-(borylvinyl)silanes",

abstract = "The selective copper-catalyzed borylation of silylalkynes in the presence of a diboron reagent and methanol produced a variety of (Z)-β-(borylvinyl) silanes. The appropriate use of a selective ligand for copper allows the chemo-, regio-, and stereoselective monoborylation of silylalkynes. The β-regioselectivity of an N-heterocyclic carbene (NHC)-copper catalyst was investigated by DFT calculations.",

keywords = "(borylvinyl)silanes, borylcupration, copper, monoborylation, silylalkynes",

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year = "2014",

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doi = "10.1002/adsc.201300881",

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T1 - Copper-catalyzed monoborylation of silylalkynes; Regio- and stereoselective synthesis of (Z)-β-(borylvinyl)silanes

AU - Chae, Yeong Mi

AU - Bae, Jun Sung

AU - Moon, Jong Hun

AU - Lee, Jin Yong

AU - Yun, Jaesook

PY - 2014/3/10

Y1 - 2014/3/10

N2 - The selective copper-catalyzed borylation of silylalkynes in the presence of a diboron reagent and methanol produced a variety of (Z)-β-(borylvinyl) silanes. The appropriate use of a selective ligand for copper allows the chemo-, regio-, and stereoselective monoborylation of silylalkynes. The β-regioselectivity of an N-heterocyclic carbene (NHC)-copper catalyst was investigated by DFT calculations.

AB - The selective copper-catalyzed borylation of silylalkynes in the presence of a diboron reagent and methanol produced a variety of (Z)-β-(borylvinyl) silanes. The appropriate use of a selective ligand for copper allows the chemo-, regio-, and stereoselective monoborylation of silylalkynes. The β-regioselectivity of an N-heterocyclic carbene (NHC)-copper catalyst was investigated by DFT calculations.

KW - (borylvinyl)silanes

KW - borylcupration

KW - copper

KW - monoborylation

KW - silylalkynes

UR - https://www.scopus.com/pages/publications/84896401839

U2 - 10.1002/adsc.201300881

DO - 10.1002/adsc.201300881

M3 - Article

AN - SCOPUS:84896401839

SN - 1615-4150

VL - 356

SP - 843

EP - 849

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 4

ER -

Copper-catalyzed monoborylation of silylalkynes; Regio- and stereoselective synthesis of (Z)-β-(borylvinyl)silanes

Abstract

Keywords

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