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Total synthesis of Hirsutene (Yu):
Reference: Jiao, L.; Yuan, C.; Yu, Z.-X. J. Am. Chem. Soc. 2008, 130, 4421. DOI
Keywords: Carbonylation • HWE → Enone • Simmons-Smith • Cyclopropane • Aldol-Si • 2+5 Cycloaddition • Cyclooctane • Cyclopentane • Rh Carbonylative cycoaddition • Ketone → EnolSilane • Alkyl-OH → Alkyl-H(3°) • Radical reduction(C-OR) • Wittig-methyl • O-H → O-C(O)R •
Reagents: KOtBu • SiMe2tBu-OTf • NEt3 • CH2I2 • Rh(CO)2Cl • HCl • HSnBu3 • AIBN • PPh3=CH2 • O=C(CO2Me)Cl • DMAP • P(O)(OCH2CF3)2CHR-C(O)Me •

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