EMAIL THIS PAGE TO A FRIEND

Organic letters

First total synthesis of (-)-achilleol B: reassignment of its relative stereochemistry.


PMID 18380440

Abstract

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.

Related Materials

Product #

Image

Description

Molecular Formula

Add to Cart

W354201
6,10-Dimethyl-5,9-undecadien-2-one, ≥97%, stabilized, FG
C13H22O