Enantioselective syntheses of the proposed structures of kopeolin and kopeolone.
@article{Miquet2013EnantioselectiveSO, title={Enantioselective syntheses of the proposed structures of kopeolin and kopeolone.}, author={St{\'e}phanie Miquet and N. Vanthuyne and Paul Br{\'e}mond and G. Audran}, journal={Chemistry}, year={2013}, volume={19 32}, pages={ 10632-42 } }
The first total syntheses of the proposed structures of kopeolin (1) and kopeolone (3) have been achieved from a common enantiopure chiral building block obtained by a chemoenzymatic enantioconvergent methodology. The syntheses feature two key steps: a one-pot reduction/diastereoselective protonation followed by a highly diastereoselective addition of an organocerate. The synthetic structures were fully characterized and all stereocenters were confirmed. The results show that the two previously… Expand
5 Citations
Revised structure, total synthesis, and absolute configuration of kopeolin and kopeolone.
- Chemistry, Medicine
- The Journal of organic chemistry
- 2014
- 2
References
SHOWING 1-10 OF 43 REFERENCES
Chemoenzymatic taxanes approach using both enantiomers of the same building block. 2. Taxol CD ring unit.
- Chemistry, Medicine
- The Journal of organic chemistry
- 2005
- 9
The first route toward oxygenated monocarbocyclic terpenoids: synthesis of elegansidiol, a new sesquiterpene from Santolina elegans
- Chemistry
- 1999
- 15
Selective monocyclization of epoxy terpenoids promoted by zeolite NaY. A short biomimetic synthesis of elegansidiol and farnesiferols B-D.
- Chemistry, Medicine
- Organic letters
- 2007
- 21
- PDF
Efficient synthesis of a tricyclic BCD analogue of ouabain: Lewis acid catalyzed Diels-Alder reactions of sterically hindered systems.
- Chemistry, Medicine
- Angewandte Chemie
- 2002
- 27
- PDF
Camelliols A-C, three novel incompletely cyclized triterpene alcohols from sasanqua oil (Camellia sasanqua)
- Chemistry, Medicine
- Journal of natural products
- 1999
- 24