473543-40-7

Upstream product

• 2051-76-5 acrylic acid anhydride 
• 473543-38-3 (1S)-1-((4S,5R)-2,2-dimethyl-5-phenyl-[1,3]-dioxolan-4-yl)-3-buten-1-ol 
• 473543-36-1 (4S-cis)-5-[2'-(formyl)phenyl]-2,2-dimethyl-1,3-dioxolane-4-methanol acetate 
• 160707-67-5 (4S-cis)-5-[2'-(hydroxymethyl)phenyl]-2,2-dimethyl-1,3-dioxolane-4-methanol 
• 473543-35-0 (4S-cis)-5-[2'-(formyl)phenyl]-2,2-dimethyl-1,3-dioxolane-4-methanol 
• 130718-77-3 (4R,5R)-cis-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-carbaldehyde 
• 106356-53-0 B-allyldiisopinocampheylborane 
• 77-76-9 2,2-dimethoxy-propane 
• 814-68-6 acryloyl chloride 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 

Downstream Products

• 474097-60-4 (6S)-6-[(1R,2R)-1,2-dihydroxy-2-phenylethyl]-5,6-dihydro-2H-pyran-2-one 
• 473543-42-9 (6S)-6-[(4R,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl]-5,6-dihydro-2H-pyran-2-one 

Relevant academic research and scientific papers

Total synthesis and cytotoxicity of (+)- and (-)-goniodiol and 6-epi-goniodiol. Construction of α,β-unsaturated lactones by ring-closing metathesis

(+)-Goniodiol, a potent and selective cytotoxin, and (-)-6-epi-goniodiol, as well as their enantiomers, have been synthesized starting from cinnamyl alcohol. The key steps of the synthesis were Sharpless asymmetric epoxidation and cyclization of an acrylate derivative using ring-closing metathesis reaction. The cytotoxicity of both enantiomers of goniodiol and 6-epi-goniodiol against HL-60 cells was examined.

A total synthesis of the styryllactone (+)-goniodiol from naphthalene

The cytotoxic natural product (+)-goniodiol (1) has been prepared in twelve steps from the enantiomerically pure cis-dihydrocatechol (2), which is readily obtained by microbial oxidation of naphthalene. Elaboration of compound (2) involves an initial oxid