1235485-64-9Relevant articles and documents
Harnessing the Power of the Asymmetric Grignard Synthesis of Tertiary Alcohols: Ligand Development and Improved Scope Exemplified by One-Step Gossonorol Synthesis
Gilheany, Declan G.,Kavanagh, Saranna E.
supporting information, p. 8198 - 8203 (2020/11/18)
A series of N-substituted cyclohexyldiaminophenolic ligands for the asymmetric Grignard synthesis of tertiary alcohols is reported. The 2,5-dimethylpyrrole-decorated ligand led to improved enantioselectivities and broadened the scope of the methodology. As an exemplar, we report an unprecedented highly selective one-step synthesis of gossonorol in 93% ee, also constituting the shortest formal syntheses of natural products boivinianin B and yingzhaosu C.
Enantioselective synthesis of (+)-gossonorol and related systems using organozinc reagents
Gonzalez-Lopez, Susana,Yus, Miguel,Ramon, Diego J.
, p. 611 - 615 (2012/08/13)
The sesquiterpene (+)-gossonorol is prepared in only three synthetic steps in 60% overall yield and 82% ee from commercially available reagents. The key asymmetric step is the catalytic enantioselective addition of dimethylzinc to 5-methyl-1-(2-methylphen