134341-56-3

Upstream product

• 134341-47-2 (1R,2R,3S,6R)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-cyclohexane-1,2-diol 
• 134522-14-8 meso-(1R,2S,3S,6R)-3,6-bis(tert-butyldiphenylsilyloxy)cyclohexane-1,2-diol 

Downstream Products

• 134522-14-8 meso-(1R,2S,3S,6R)-3,6-bis(tert-butyldiphenylsilyloxy)cyclohexane-1,2-diol 
• 134341-47-2 (1S,2R,3S,6R)-3,6-Bis-(tert-butyl-diphenyl-silanyloxy)-cyclohexane-1,2-diol 
• 477210-37-0 (Z)-(4S,7R)-4,7-bis(tert-butyldiphenylsilyloxy)-8-oxoocta-2-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester 
• 477210-42-7 (Z)-(4S,7R)-4,8-bis(tert-butyldiphenylsilyloxy)-7-hydroxyocta-2-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl ester 
• 837428-52-1 [3-(tert-butyl-diphenyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-acetaldehyde 
• 837428-50-9 (5S)-3-{(2R,8R,13R)-13-{[tert-butyl(dimethyl)silyl]oxy}-13-[(2R,5R,6R)-5-{[tert-butyl(diphenyl)silyl]oxy}-6-dodecyltetrahydro-2H-pyran-2-yl]-8-hydroxy-2-[2-(trimethylsilyl)ethoxy]tridecyl}-5-methylfuran-2(5H)-one 
• 837428-44-1 (5S)-3-{(2R,8R,11E,13R)-13-{[tert-butyl(dimethyl)silyl]oxy}-13-{(2R,5R,6R)-5-{[tert-butyl(diphenyl)silyl]oxy}-6-[(E)-dodec-2-en-1-yl]tetrahydro-2H-pyran-2-yl}-8-hydroxy-2-[2-(trimethylsilyl)ethoxy]tridec-11-en-9-yn-1-yl}-5-methylfuran-2(5H)-one 
• 881663-85-0 (1S,2R)-2-(1-methyl-1-phenylethyl)cyclohexyl (2Z,4R,7R)-4,8-bis-{[tert-butyl(diphenyl)silyl]oxy}-7-[(chloroacetyl)oxy]oct-2-enoate 
• 837428-27-0 (1S,2R)-2-(1-methyl-1-phenylethyl)cyclohexyl (2Z,4R,7R)-4,8-bis{[tert-butyl(diphenyl)silyl]oxy}-7-hydroxyoct-2-enoate 
• 837428-23-6 (1S,2R)-2-(1-methyl-1-phenylethyl)cyclohexyl (2Z,4R,7S)-4,8-bis{[tert-butyl(diphenyl)silyl]oxy}-7-hydroxyoct-2-enoate 
• 837428-26-9 (Z)-(4R,7S)-4,7-Bis-(tert-butyl-diphenyl-silanyloxy)-8-hydroxy-oct-2-enoic acid (1S,2R)-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 
• 837428-29-2 {(2R,3R,6R)-3-{[tert-butyl(diphenyl)silyl]oxy}-6-{[tert-butyl(diphenyl)silyl]oxymethyl}-tetrahydro-2H-pyran-2-yl}-acetic acid (1S,2R)-2-(1-methyl-1-phenylethyl)cyclohexyl ester 
• 837428-30-5 {(2S,3R,6R)-3-{[tert-butyl(diphenyl)silyl]oxy}-6-{[tert-butyl(diphenyl)silyl]oxymethyl}-tetrahydro-2H-pyran-2-yl}-acetic acid (1S,2R)-2-(1-methyl-1-phenylethyl)cyclohexyl ester 

Relevant academic research and scientific papers

A versatile stereocontrolled approach to chiral tetrahydrofuran and tetrahydropyran derivatives by use of sequential asymmetric Horner-Wadsworth-Emmons and ring-closure reactions

An approach to chiral tetrahydrofuran and tetrahydropyran derivatives based on the sequential use of an asymmetric Horner-Wadsworth-Emmons reaction and a cyclization step is presented. The approach is both stereochemically and structurally versatile since three different cyclization methods can be employed starting from the same HWE product: (i) palladium-catalyzed substitution, (ii) hetero-Michael addition, or (iii) epoxide opening. The asymmetric HWE reaction controls the absolute configuration of the ultimate product, whereas the relative configuration is controlled by the combined influence of the geometric selectivity in the HWE reaction and the stereochemistry of the respective cyclization method.

The stereocontrolled formation of cyclic vicinal cis-diols via a samarium diiodide pinacol coupling of dialdehydes

Aliphatic 1,5- and 1,6 dialdehydes with and without α-substituents, as well as derivatives of carbohydrate dialdehydes undergo a pinacol coupling reaction in the presence of SmI2 to give cis-diols as the preponderant products. When α-alkoxy groups are present, the diol has an orientation that is opposite to such groups.