Synthesis of chiral organotin reagents: synthesis of enantiomerically enriched bicyclo[2.2.1]hept-2-yl tin hydrides from camphor. X-Ray crystal structures of (dimethyl)[(1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]tin chloride and methyl(phenyl)bis[(1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]stannane

Author(s):  
Madeleine Helliwell ◽  
Eric J. Thomas ◽  
Linda A. Townsend
1994 ◽  
Vol 13 (1) ◽  
pp. 307-314 ◽  
Author(s):  
Claire Breliere ◽  
Francis Carre ◽  
Robert J. P. Corriu ◽  
Gerard Royo ◽  
Michel Wong Chi Man ◽  
...  

2007 ◽  
Vol 72 (8) ◽  
pp. 985-995 ◽  
Author(s):  
Martin Lamač ◽  
Ivana Císařová ◽  
Petr Štěpnička

Treatment of racemic 1-(diphenylphosphanyl)-2-[(methoxycarbonyl)methyl]ferrocene successively with NaN(SiMe3)2 and methyl iodide affords the C-alkylated product, 1-(diphenylphosphanyl)-2-[1-(methoxycarbonyl)ethyl]ferrocene (6), as a mixture of diastereoisomers in ca. 10:1 ratio, from which the major (S,Rp/R,Sp)-diastereoisomer is easily isolated by crystallisation. (S,Rp/R,Sp)-6 reacts with [Pd(LNC)(MeCN)2]ClO4 (LNC = 2-[(dimethylamino-κN)- methyl]phenyl-κC1) to give the cationic bis-chelate complex (S,Rp/R,Sp)-[Pd(LNC)(6-κ2O,P)]- ClO4 (9). The structures of (S,Rp/R,Sp)-6 and 9 have been determined by single-crystal X-ray diffraction. Hydrolysis of ester 6 to the corresponding carboxylic acid proved to be difficult, being complicated by racemisation at the chiral carbon atom and oxidation of the phosphanyl group.


1985 ◽  
Vol 107 (3) ◽  
pp. 211-215 ◽  
Author(s):  
Soon-Beng Teo ◽  
Slang Guan Teoh ◽  
Michael R. Snow

Sign in / Sign up

Export Citation Format

Share Document