학술논문
Catalytic asymmetric aldehyde prenylation and application in the total synthesis of (−)-rosiridol and (−)-bifurcadiol.
Document Type
Article
Author
Source
Subject
*ISOPRENYLATION
*ASYMMETRIC synthesis
*ALDEHYDES
*BORONIC esters
*ALIPHATIC alcohols
*NATURAL products
*PHOSPHORIC acid
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Language
ISSN
1359-7345
Abstract
Chiral phosphoric acid-catalyzed asymmetric aldehyde prenylation has been established using an α,α-dimethyl allyl boronic ester. The transformation provides expedient access to a wide array of aryl, heteroaryl, aryl-substituted alkenyl and 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. [ABSTRACT FROM AUTHOR]