328570-87-2

Upstream product

• 19614-12-1 2-bromo-5-methoxybenzyl bromide 
• 149244-21-3 1-bromo-2-(but-3-en-1-yl)-4-methoxybenzene 
• 127231-66-7 (S)-7,11-Dimethyl-3-oxo-dodec-10-enoic acid methyl ester 
• 328570-95-2 methyl (1R,5R)-2-oxo-5-((1R)-1,5-dimethyl-4-hexenyl)cyclopentanecarboxylate 
• 328570-73-6 (S)-methyl 2-diazo-7,11-dimethyl-3-oxo-10-dodecenoate 
• 328570-82-7 (1S,2R)-2-((R)-1,5-Dimethyl-hex-4-enyl)-1-methyl-5-oxo-cyclopentanecarboxylic acid methyl ester 
• 100-84-5 1-methoxy-3-methyl-benzene 
• 328570-85-0 (1R,7aR)-1-((R)-1,5-Dimethyl-hex-4-enyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-1,2,3,6,7,7a-hexahydro-inden-5-one 
• 328570-81-6 6-(5-methoxy-2-methyl-phenyl)-1-phenoxy-hexan-3-one 
• 328571-01-3 citronellyl benzenesulfonate 
• 328570-84-9 (2R,3R)-3-((R)-1,5-Dimethyl-hex-4-enyl)-2-methyl-cyclopentanone 
• 328570-78-1 4-(2-bromo-5-methoxy-phenyl)-butan-1-ol 
• 328570-79-2 4-methyl-3-(4-hydroxybutyl)anisole 
• 281224-85-9 4-(5-methoxy-2-methyl-phenyl)-butyraldehyde 

Downstream Products

• 328570-91-8 (1R,3aS,4S,5R,7aR)-4-(5-methoxy-2-methylphenethyl)-7a-methyl-1-((R)-6-methylheptan-2-yl)-octahydro-1H-inden-5-ol 
• 126210-14-8 Astrogorgadiol 

Relevant academic research and scientific papers

Synthesis of (-)-astrogorgiadiol

Reaction of Rh2(S)-PTPA4 with the (R)-citronellol-derived α-diazo-β-ketoester 1 led to the formation of cyclic β-ketoester 2 in 95% yield and 48% diastereomeric excess. The purity of 2 was increased to >99% de after one crystallization. To demonstrate its utility in steroid total synthesis, the β-ketoester 2 was carried on to secosteroid (-)-astrogorgiadiol (3), a naturally occuring vitamin D analogue with antiproliferative properties.