138034-50-1

Upstream product

• 138034-49-8 (1R,2R,3R,5R,9R,10R,12S,14RS)-14-ethoxy-7,7-dimethyl-2-(tert-butyldiphenylsilyloxy)-4,6,8,13-tetraoxatetracyclo<10.3.0.0^3,10.0^5,9>pentadecane 
• 612501-92-5 (1R,5R,9R,10S,12S,14RS)-14-ethoxy-7,7-dimethyl-4,6,8,13-tetraoxatetracyclo<10.3.0.0^3,10.0^5,9>pentadec-2-ene 
• 138034-47-6 (1R,2R,3R,5R,9R,10R,12S,14RS)-14-ethoxy-7,7-dimethyl-4,6,8,13-tetraoxatetracyclo<10.3.0.0^3,10.0^5,9>pentadecan-2-ol 

Downstream Products

• 138034-51-2 (3aS,4R,4aR,7R,7aS,8aS)-4-(tert-Butyl-diphenyl-silanyloxy)-6,7-dihydroxy-octahydro-benzo[1,2-b;4,5-b']difuran-2-one 
• 138034-52-3 Formic acid (3aS,4R,5R,6R,7aS)-4-(tert-butyl-diphenyl-silanyloxy)-6-formyl-2-oxo-octahydro-benzofuran-5-yl ester 
• 138034-54-5 (1S,2S,6S)-4-hydroxymethyl-2-(tert-butyldiphenylsilyloxy)-7-oxabicyclo<4.3.0>non-3-en-8-one 
• 138034-53-4 (3aS,4S,7aS)-4-(tert-Butyl-diphenyl-silanyloxy)-2-oxo-2,3,3a,4,7,7a-hexahydro-benzofuran-6-carbaldehyde 

Relevant academic research and scientific papers

Pd(II)-mediated intramolecular acetal formation applied to a substrate prepared from D-glucose: A formal synthesis of enantiomeric paniculide B

The enantiomerically pure and densely functionalized cyclohexenol 3, readily prepared from D-glucose, was subjected to the Pd(II)-mediated intramolecular acetal formation. Further functional groups adjustment of the resulting acetal 4 effected an access to the key synthetic intermediate 2 of paniculide B, a bisabolene-like sesquiterpene. The present work constitutes an enantiospecific formal synthesis of this natural product.