1020736-02-0Relevant articles and documents
First total synthesis of (-)-achilleol B: Reassignment of its relative stereochemistry
Arteaga, Jesus F.,Domingo, Victoriano,Quilez Del Moral, Jose F.,Barrero, Alejandro F.
supporting information; experimental part, p. 1723 - 1726 (2009/04/10)
The first total synthesis of (-)-achilleol B was achieved using a convergent approach with a longest linear sequence of 14 steps. Three key steps were employed, including an enantioselective Robinson annelation for the construction of the bicyclic moiety. The monocyclic synthon was prepared through a Ti(III)-mediated cylization of a chiral monoepoxide obtained via asymmetric dihydroxylation of geranylacetone. The asymmetric preparation of these subunits also permitted us to achieve the enantioselective synthesis of elegansidiol, achilleol A, and farnesiferol B.
