A regio- and stereoselective entry to (Z)-β-halo alkenyl sulfides and their applications to access stereodefined trisubstituted alkenes

2014 ◽  
Vol 12 (14) ◽  
pp. 2310-2321 ◽  
Author(s):  
Ge Liu ◽  
Lichun Kong ◽  
Ji Shen ◽  
Gangguo Zhu
Keyword(s):  
Stereoselective Synthesis ◽  
Cross Coupling ◽  
Trisubstituted Alkenes ◽  
New Entry

A regio- and stereoselective synthesis of (Z)-β-halo alkenyl sulfides via K2CO3-promoted hydrothiolation of haloalkynes has been reported, permitting a new entry to trisubstituted alkenes featuring the iterative cross-coupling of carbon–halide and carbon–sulfur bonds.

(E)-α-Iodovinylstannanes as Convenient Precursors for Stereoselective Synthesis of Trisubstituted Alkenes

2003 ◽  
Vol 2003 (8) ◽  
pp. 465-467 ◽  
Author(s):  
Mingzhong Cai ◽  
Hongde Ye ◽  
Hong Zhao ◽  
Caisheng Song
Keyword(s):  
Stereoselective Synthesis ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Olefinic Carbon ◽  
Cross Coupling Reactions ◽  
Carbon Carbon Bonds ◽  
Carbon Bonds ◽  
Trisubstituted Alkenes

Based on the different reactivities of iodo-groups and tributylstannyl groups, ( E)-α-iodovinylstannanes can undergo sequential cross-coupling reactions in the presence of a palladium(0) catalyst to form two carbon-carbon bonds to the same olefinic carbon leading to trisubstituted alkenes stereoselectively.

A regio- and stereoselective synthesis of trisubstituted alkenes via gold(i)-catalyzed hydrophosphoryloxylation of haloalkynes

2011 ◽  
Vol 47 (27) ◽  
pp. 7851 ◽  
Author(s):  
Bathoju Chandra Chary ◽  
Sunggak Kim ◽  
Doosup Shin ◽  
Phil Ho Lee
Keyword(s):  
Stereoselective Synthesis ◽  
Trisubstituted Alkenes
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