Enantioselective Total Synthesis of (−)-Caldaphnidine O

Март 3, 2021

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Enantioselective Total Synthesis of (−)-Caldaphnidine O

Содержание

3. 1,5-hydrogen atom transfer (HAT)
5. KHDMS Бис (триметилсилил) амид калия Davis oxaziridine oxidation DIPEA or Hunig′s base aza-Michael addition
6. Ceric ammonium nitrate (CAN)
7. 9-BBN 9-Borabicyclo(3.3.1)nonane Fe(dbm)3
8. Swern [O]: (COCl)2, DMSO, CH2Cl2, –78 °C then Et3N, –78 to 0 °C radical cyclization cascade
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1,5-hydrogen atom transfer (HAT)

1,5-hydrogen atom transfer (HAT)

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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

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Ceric ammonium nitrate (CAN)

Ceric ammonium nitrate (CAN)

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

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

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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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