216769-35-6

Upstream product

• 7103-09-5 4-but-1-enylmagnesium bromide 
• 107033-46-5 (R)-(tert-butyldiphenylsilyloxy)methyloxirane 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 216769-01-6 (R)-6-(tert-butyldiphenylsilanyloxymethyl)-tetrahydropyran-2-ol 
• 216769-09-4 (2R,2'R,6'R)-2-hydroxy-2-(6'-tert-butyldiphenylsilanyloxymethylpyranyl)-1-phenylethanone 
• 216769-13-0 (2S,2'R,6'R)-2-hydroxy-2-(6'-tert-butyldiphenylsilanyloxymethylpyranyl)-1-phenylethanone 
• 891491-87-5 Z-(2R,2'R)-trimethyl-[1-phenyl-2-(6'-tert-butyldiphenylsilanyloxymethylpyran-2'-yloxy)-vinyloxy]-silane 
• 216769-17-4 (4R,5S,2'R,6'R)-2,2-dimethyl-5-(6'-tert-butyldiphenylsilanyloxymethylpyran-2'-yl)-4-phenyl-[1,3]dioxolane 
• 891491-88-6 (1R,2R)-1-[(2R,6R)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-2-phenyl-ethane-1,2-diol 
• 216769-40-3 (R,R)-N-methoxy-N-methyl-2-(6'-tert-butyldiphenylsilanyloxymethylpyranyloxy)-acetamide 
• 216769-05-0 (R,R)-2-(6'-tert-butyldiphenylsilanyloxymethylpyranyloxy)-1-phenylethanone 
• 216769-22-1 (2R,6R)-6-((4S,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-tetrahydro-pyran-2-carboxylic acid 
• 216769-45-8 (4R,5S,2'R,6'R)-2,2-dimethyl-5-(6'-hydroxymethylpyran-2'-yl)-4-phenyl-[1,3]dioxolane 
• 216769-50-5 (2R,6R,4'S,5'R)-6-(2',2'-dimethyl-5'-phenyl-[1,3]dioxolan-4'-yl)-pyran-2-carbaldehyde 

Relevant academic research and scientific papers

A total synthesis of (+)-Goniodiol using an anomeric oxygen-to-carbon rearrangement

A new route to (+)-Goniodiol 1, a potent and selective cytotoxin, is described, using a diastereoselective oxygen-to-carbon rearrangement of an anomerically linked silyl enol ether as the key step.

A highly enantioselective total synthesis of (+)-goniodiol

A high-yielding enantioselective total synthesis of the bioactive styryllactone (+)-goniodiol has been realised, starting from readily available (S)-glycidol. A key step is an oxygen-to-carbon rearrangement of a silyl enol ether linked via an anomeric cen