208338-40-3

Upstream product

• 58479-61-1 tert-butylchlorodiphenylsilane 
• 171189-83-6 (2R,3R)-7-Benzyloxy-2-methyl-1-phenyl-heptan-3-ol 

Downstream Products

• 306306-46-7 {2-[(4R,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-methyl-6-phenyl-hexyl]-1-oxo-1λ⁴-[1,3]dithian-2-yl}-((4R,5R,4'S,5'R)-4,4',5'-tris-benzyloxymethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-methanol 
• 306281-50-5 {2-[(4R,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-methyl-6-phenyl-hexyl]-[1,3]dithian-2-yl}-((4R,5R,4'S,5'R)-4,4',5'-tris-benzyloxymethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-methanol 
• 208338-27-6 tert-Butyl-[(R)-1-((R)-1-methyl-2-phenyl-ethyl)-4-(1-oxo-1λ⁴-[1,3]dithian-2-yl)-butoxy]-diphenyl-silane 
• 306281-52-7 (4'R,5'R,1''R,2''R,3''R,4''S,5''R)-2-[4'-acetoxy-5'-methyl-6'-phenylhex-1'-yl]-2-[6''-benzyloxy-3'',4''-bis(benzyloxymethyl)-1'',2'',4'',5''-bis(di-O-isopropylidene)-3''-hydroxyhex-1''-yl][1,3]dithiane 
• 306281-51-6 (2R,3R)-6-(2-{(4R,5R)-5-[(R)-2-Benzyloxy-1-((4S,5R)-4,5-bis-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-[1,3]dithian-2-yl)-2-methyl-1-phenyl-hexan-3-ol 
• 208338-27-6 tert-Butyl-[(R)-1-((R)-1-methyl-2-phenyl-ethyl)-4-(1-oxo-1λ⁴-[1,3]dithian-2-yl)-butoxy]-diphenyl-silane 
• 208338-30-1 (4'R,5'R,1''R,2''R,3''R,4''S,5''R)-2-[6''-benzyloxy-3'',4''-bis(benzyloxymethyl)-2'',3'',4'',5''-bis(di-O-isopropylidene)-1''-hydroxyhex-1''-yl]-2-[4'-hydroxy-5'-methyl-6'-phenylhex-1'-yl][1,3]dithiane 
• 208338-31-2 (4'R,5'R,1''S,2''R,3''R,4''S,5''S)-2-[6''-benzyloxy-3'',4''-bis(benzyloxymethyl)-2'',3'',4'',5''-bis(di-O-isopropylidene)-1''-hydroxyhex-1''-yl]-2-[4'-hydroxy-5'-methyl-6'-phenylhex-1'-yl][1,3]dithiane 
• 208338-32-3 (4'R,5'R,1''R,2''R,3''R,4''S,5''R)-2-[4'-acetoxy-5'-methyl-6'-phenyl-hex-1'-yl]-2-[6''-benzyloxy-3'',4''-bis(benzyloxymethyl)-2'',3'',4'',5''-bis(di-O-isopropylidene)-1''-hydroxyhex-1''-yl][1,3]dithiane 
• 208338-26-5 (4'R,5'R)-2-[4'-(tert-butyldiphenylsilyloxy)-5'-methyl-6'-phenylhex-1'-yl][1,3]dithiane 
• 306281-49-2 (5R,6R)-5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylheptanal 
• 306281-48-1 (5R,6R)-5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylheptan-1-ol 

Relevant academic research and scientific papers

Total synthesis of (+)-zaragozic acid C

A total synthesis of (+)-zaragozic acid C is described. Key steps are an acid-mediated acetonide deprotection-dithiane removal-ketalisation procedure, providing selectively the 2,8-dioxabicyclo[3.2.1]octane core of the natural product, and the simultaneou

Total Synthesis of (+)-Zaragozic Acid C

A total synthesis of (+)-zaragozic acid C is described. Key features of the synthesis are the use of a double Sharpless asymmetric dihydroxylation reaction of diene 6 to control stereochemistry at four contiguous stereocenters from C3 to C6; the introduction of the C1-side chain by reaction between the anion derived from the dithiane monosulfoxide 27 and the core aldehyde 12; a high yielding, acid-mediated simultaneous acetonide deprotection-dithiane removal-ketalization procedure leading exclusively to the 2,8-dioxabicyclo[3.2.1]octane core 34; and a novel triple oxidation procedure allowing installation of the tricarboxylic acid.