Total Syntheses

Reaction scheme for total synthesis of the natural product Giffonin H <b><i><font color=red>New</font></i></b>
Total synthesis of Giffonin H New:
Reference:Park, S.; Kim, S.-H.; Jeong, J. H.; Shin, D. Org. Chem. Front. 2019, 6, 704. DOI
Reactions:O-H → O-MOM (phenol) • Aryl-Br → Aryl-OR • Julia-Kocienski coupling • Li-Sulfone+Aldehyde • CarboxEster → Alkyl-OH • Alkyl-OH → Aldehyde • Si-Alkynyl+Aldehyde • Aldehyde+Si-R • O-MOM → O-H • Paracyclophane • Ether-9+ •
Reagents:Chloromethyl ether • NEtiPr2 • CuI • Carbonate, cesium • HCl • DBU • AlH4-Li+ • DMSO, (COCl)2 (Swern) • NEt3 • TASF • HCl, H2O • LiCHR-Sulfonyl •