Enantioselective Total Synthesis of (−)-Caldaphnidine O

Слайд 3

1,5-hydrogen atom transfer (HAT)

1,5-hydrogen atom transfer (HAT)

Слайд 5

KHDMS
Бис (триметилсилил) амид калия

Davis oxaziridine oxidation

DIPEA
or
Hunig′s base

aza-Michael addition

KHDMS Бис (триметилсилил) амид калия Davis oxaziridine oxidation DIPEA or Hunig′s base aza-Michael addition

Слайд 6

Ceric ammonium nitrate (CAN)

Ceric ammonium nitrate (CAN)

Слайд 7

9-BBN
9-Borabicyclo(3.3.1)nonane

Fe(dbm)3

9-BBN 9-Borabicyclo(3.3.1)nonane Fe(dbm)3

Слайд 8

Swern [O]: (COCl)2, DMSO, CH2Cl2, –78 °C then Et3N, –78 to 0

Swern [O]: (COCl)2, DMSO, CH2Cl2, –78 °C then Et3N, –78 to 0
°C

radical
cyclization
cascade

Swern oxidation
Horner–Wadsworth–
Emmons reaction

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