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  • A highly convergent cascade cyclization to cis-hydrindanes with all-carbon quaternary centers and its application in the synthesis of the aglycon of dendronobiloside A.

A highly convergent cascade cyclization to cis-hydrindanes with all-carbon quaternary centers and its application in the synthesis of the aglycon of dendronobiloside A.

Organic letters (2011-01-12)
Yejian Han, Lizhi Zhu, Yuan Gao, Chi-Sing Lee
ABSTRACT

An efficient and versatile ZnBr(2)-catalyzed Diels-Alder/carbocyclization cascade reaction has been developed for construction of highly functionalized cis-hydrindanes (70-96% yields with high diastereoselectivity), and it has been successfully utilized in the synthesis of the aglycon of dendronobiloside A.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Zinc bromide, 99.999% trace metals basis
Sigma-Aldrich
Zinc bromide, AnhydroBeads, −10 mesh, 99.999% trace metals basis