Abstract
Multisubstituted olefins are fundamental motifs in organic compounds. In this account, we describe the synthesis of organic molecules bearing an olefinic moiety by the transition-metal-catalyzed regio- and stereoselective addition of a variety of interelement compounds to alkynes. Regio- and stereoselective silaboration, diborylation, and chlorothiolation have been achieved by using the transition-metal catalysts. The subsequent cross-coupling reactions of the boron-containing alkenes to install various aryl groups afforded the corresponding tri- and tetraarylated olefins. This account describes our research on the highly regio- and stereoselective synthesis of multifunctionalized olefins such as tetraarylethenes with four different aryl groups. (Figure presented.).
| Original language | English |
|---|---|
| Pages (from-to) | 2031-2045 |
| Number of pages | 15 |
| Journal | Chemical Record |
| DOIs | |
| Publication status | Published - Aug 1 2016 |
| Externally published | Yes |
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Keywords
- alkynes
- chlorothiolation
- cross-coupling
- diborylation
- silaboration
ASJC Scopus subject areas
- Biochemistry
- Chemistry(all)
- Chemical Engineering(all)
- Biochemistry, medical
- Materials Chemistry
Cite this
Synthesis of Multisubstituted Olefins through Regio- and Stereoselective Addition of Interelement Compounds Having B–Si, B–B, and Cl–S Bonds to Alkynes, and Subsequent Cross-Couplings. / Iwasaki, Masayuki; Nishihara, Yasushi.
In: Chemical Record, 01.08.2016, p. 2031-2045.Research output: Contribution to journal › Article
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TY - JOUR
T1 - Synthesis of Multisubstituted Olefins through Regio- and Stereoselective Addition of Interelement Compounds Having B–Si, B–B, and Cl–S Bonds to Alkynes, and Subsequent Cross-Couplings
AU - Iwasaki, Masayuki
AU - Nishihara, Yasushi
PY - 2016/8/1
Y1 - 2016/8/1
N2 - Multisubstituted olefins are fundamental motifs in organic compounds. In this account, we describe the synthesis of organic molecules bearing an olefinic moiety by the transition-metal-catalyzed regio- and stereoselective addition of a variety of interelement compounds to alkynes. Regio- and stereoselective silaboration, diborylation, and chlorothiolation have been achieved by using the transition-metal catalysts. The subsequent cross-coupling reactions of the boron-containing alkenes to install various aryl groups afforded the corresponding tri- and tetraarylated olefins. This account describes our research on the highly regio- and stereoselective synthesis of multifunctionalized olefins such as tetraarylethenes with four different aryl groups. (Figure presented.).
AB - Multisubstituted olefins are fundamental motifs in organic compounds. In this account, we describe the synthesis of organic molecules bearing an olefinic moiety by the transition-metal-catalyzed regio- and stereoselective addition of a variety of interelement compounds to alkynes. Regio- and stereoselective silaboration, diborylation, and chlorothiolation have been achieved by using the transition-metal catalysts. The subsequent cross-coupling reactions of the boron-containing alkenes to install various aryl groups afforded the corresponding tri- and tetraarylated olefins. This account describes our research on the highly regio- and stereoselective synthesis of multifunctionalized olefins such as tetraarylethenes with four different aryl groups. (Figure presented.).
KW - alkynes
KW - chlorothiolation
KW - cross-coupling
KW - diborylation
KW - silaboration
UR - http://www.scopus.com/inward/record.url?scp=84981719171&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84981719171&partnerID=8YFLogxK
U2 - 10.1002/tcr.201600017
DO - 10.1002/tcr.201600017
M3 - Article
SP - 2031
EP - 2045
JO - Chemical Record
JF - Chemical Record
SN - 1527-8999
ER -