Enantioselective biomimetic cyclization of homo (polyprenyl) arenes. A new entry to (+)-podpcarpa-8, 11, 13-triene diterpenoids and (-)-tetracyclic polyprenoid of …

…, H Ishibashi, H Yamamoto

Index: Ishihara; Ishibashi; Yamamoto Journal of the American Chemical Society, 2001 , vol. 123, # 7 p. 1505 - 1506

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Citation Number: 74

Abstract

Acid-induced cyclization of polyprenoids is one of the simplest and most widely used methods for the synthesis of polycyclic terpenoids. 1 We recently reported the first enantioselective cyclization of 2-polyprenylphenols induced by a Lewis acidassisted chiral Brønsted acid (chiral LBA), 1. 2 A hydroxy group in polyprenylphenols assists this polyene cyclization as a good nucleophilic internal terminator. We describe here the application of ...