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. 2024 May 4;29:269. doi: 10.1186/s40001-024-01856-x

Table 1.

Synthesis methodologies for Cephalotaxine and HHT derivatives

Methodology Precursor-intermediate Synthesized compound Yield Refs.
p-Nitrobenzenesulfonate ester reaction p-Nitrobenzenesulfonate ester (−) Cephalotaxine N/A [43]
Eight-step synthesis from 1-Prolinol

1-Prolinol

methylenedioxyphenylacetyl chloride

(−) Cephalotaxine N/A [44]
Aryne insertion reaction Aryne (−) Cephalotaxine 10% [45]
Nine-step oxidative furan opening Various intermediates including furan derivatives HHT N/A [46]
Lactone reaction with cephalotaxine α-Tetrasubstituted lactone HHT High [47]
Partial esterification Cephalotaxine

Homoharringtonine 2

Dehydrodesoxy

Homoharringtonine 4

N/A [48]
Alkylidene Carbene 1,5-CH insertion reaction Alkylidene carbene (−) Cephalotaxine N/A [49]
Palladium-Catalyzed Enantioselective Tsuji Allylation Allyl enol carbonate (−) Cephalotaxine N/A [50]
Ester Enolate Claisen rearrangement α-Amino allylic esters (−) Cephalotaxine N/A [50]
Gold(I)-catalyzed cascade reaction Norhydrastinine DemethylCephalotaxinone, Cephalotaxine N/A [33]
Facile stevens rearrangement Weinreb amide ( ±) cephalotaxine N/A
Hydrogenation β-Substituted itaconic acid monoesters HHT N/A [51]

N/A: Not Available