143317-48-0Relevant academic research and scientific papers
Direct Enantioselective and Regioselective Alkylation of β,γ-Unsaturated Carboxylic Acids with Chiral Lithium Amides as Traceless Auxiliaries
Yu, Kai,Miao, Bukeyan,Wang, Wenqi,Zakarian, Armen
, (2019/03/19)
Efficient asymmetric alkylation of β,γ-unsaturated carboxylic acids without prior functionalization is enabled by chiral lithium amides. Enantioselectivity is imparted by a putative mixed lithium amide-enediolate aggregate that acts a traceless auxiliary formed in situ, allowing for a direct asymmetric alkylation and a simple recovery of the chiral reagent.
Total synthesis of cryptophycins via a chemoenzymatic approach
Salamonczyk, Grzegorz M.,Han, Kang,Guo, Zhi-Wei,Sih, Charles J.
, p. 6893 - 6900 (2007/10/03)
A highly convergent synthesis of cryptophycins in their enantiomerically-pure forms was achieved. Our strategy consists of the synthesis of the two units 3 and 4 and linking them together to form the macrocyclic ring. The upper unit 3 was prepared from 10 in four steps, and the lower unit 4 was prepared from 20 in three steps. Enantioselective biocatalytic methodology was used to prepare the requisite chiral building blocks, (R)-11 and (R)-19. The stereochemical versatility of this synthetic approach is demonstrated by the synthesis of cryptophycin A and the four diastereomers of cryptophycin C.
Phosphorus ylide chemistry investigated for dihydrotachysterol2 metabolite side-chain synthesis: The Wittig approach
Hanekamp,Rookhuizen Boer,Bos,Brandsma
, p. 5151 - 5162 (2007/10/02)
The behaviour of the γ-oxido ylide of R-(3-hydroxy-2,3-dimethylbutyl)triphenylphosphonium iodide 4, to be used in the 25-hydroxylated DHT2 side-chain synthesis, was studied. The synthesis of the chiral phosponium salt 4 was done in an overall y
