Catalytic Asymmetric Aldehyde Prenylation and Application in the Total Synthesis of (‒)-Rosiridol and (‒)-Bifurcadiol

Yu-long Zhang, Zhen-ni Zhao, Wang-lai Li, Jing-jie Li, Subarna Jyoti Kalita, Uwe Schneider, Yiyong Huang

Research output: Contribution to journalArticlepeer-review

Abstract

Chiral phosphoric acid-catalyzed asymmetric aldehyde prenylation has been established using an α,α-dimethyl allyl boronic ester. The transformation provides an expedient access to a wide array of aryl, heteroaryl, aryl-substituted alkenyl as well as primary and secondary aliphatic homoprenyl alcohols with excellent asymmetric induction. The utility of this asymmetric catalysis strategy has been demonstrated through a short and efficient total synthesis of the two natural products (‒)-rosiridol and (‒)-bifurcadiol.
Original languageEnglish
JournalChemical Communications
Early online date20 Jul 2020
DOIs
Publication statusE-pub ahead of print - 20 Jul 2020

Fingerprint

Dive into the research topics of 'Catalytic Asymmetric Aldehyde Prenylation and Application in the Total Synthesis of (‒)-Rosiridol and (‒)-Bifurcadiol'. Together they form a unique fingerprint.

Cite this