155627-00-2

Upstream product

• 3153-44-4 4-(4-methoxy-phenyl)-4-oxo-butyric acid 
• 94194-07-7 C₂₈H₃₈O₅ 
• 94194-06-6 4-[4-(Tetrahydro-pyran-2-yloxy)-phenyl]-pent-4-enoic acid ethyl ester 
• 66123-43-1 4-(4-hydroxyphenyl)-4-oxobutanoic acid ethyl ester 
• 56872-39-0 3-(4-hydroxybenzoyl)propionic acid 
• 155626-98-5 1-benzyloxy-4-(1,3-dioxolan-2-yl)-2-(4-methoxymethoxyphenyl)butane 
• 94194-08-8 4-(4-acetoxyphenyl)-5-benzyloxypentanoic acid 
• 155626-96-3 ethyl 4-(1,3-dioxolan-2-yl)-2-(4-methoxymethoxyphenyl)butyrate 
• 155627-08-0 5-Benzyloxy-4-(4-hydroxy-phenyl)-pentanal 
• 155626-97-4 4-[1,3]Dioxolan-2-yl-2-(4-methoxymethoxy-phenyl)-butan-1-ol 
• 155627-09-1 ethyl <4-(methoxy)methoxy>phenylacetate 
• 17138-28-2 (4-hydroxy-phenyl)-acetic acid ethyl ester 

Relevant academic research and scientific papers

Synthetic studies on aphidicolane and stemodane diterpenes. II. Neighboring hydroxyl group participation in stereoselective syntheses of tricyclo[6.3.1.01,6]dodecanes corresponding to the B/C/D-ring systems

Tricyclo[6.3.1.01,6]dodecane derivatives (5 and 6) corresponding to the B/C/D-ring systems of aphidicolane and stemodane diterpenes were synthesized stereoselectively via a spirodienone-alcohol (4) as a common intermediate. Participation of the neighboring hydroxyl group in 4 is crucial for controlling the stereochemistry of the spirocenters.

Stereoselective Synthesis of the B/C/D Ring Systems of Aphidicolane and Stemodane Diterpenes

Diastereoisomeric tricyclo1,6>dodecane derivatives (3) and (4), which correspond to the B/C/D ring systems of aphidicolane and stemodane diterpenes, were selectively prepared from the common spirodienone (5) by means of facile regioselective C-C bond formation mediated by the neighbouring hydroxy group participation.