Tetrahedron

Stereoselective Friedel–Crafts alkylation catalyzed by squalene hopene cyclases

SC Hammer, JM Dominicus, PO Syrén, BM Nestl…

Index: Hammer, Stephan C.; Dominicus, Joerg M.; Syren, Per-Olof; Nestl, Bettina M.; Hauer, Bernhard Tetrahedron, 2012 , vol. 68, # 37 p. 7624 - 7629

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Citation Number: 20

Abstract

In organic synthesis the Friedel–Crafts alkylation is of eminent importance, as it is a key reaction in many synthetic routes. A general access to enzymatic Friedel–Crafts alkylations would be very beneficial due to the high selectivity of biocatalysts. We used designed polyprenyl phenyl ethers to specifically address this reaction by using squalene hopene cyclases as catalysts. Polycyclic products with aromatic rings constituting important ...