Relay Catalysis: Enantioselective Synthesis of Cyclic Benzo??Fused Homoallylic Alcohols by Chiral Brønsted Acid??Catalyzed Allylboration/Ring Closing Metathesis

S Fustero, E Rodriguez, R Lazaro…

Index: Fustero, Santos; Rodriguez, Elsa; Lazaro, Ruben; Herrera, Lidia; Catalan, Silvia; Barrio, Pablo Advanced Synthesis and Catalysis, 2013 , vol. 355, # 6 p. 1058 - 1064

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Citation Number: 25

Abstract

Abstract Six-and seven-membered benzo-fused cyclic homoallylic alcohols can be readily synthesized by a tandem chiral Brønsted acid-catalyzed allyl (crotyl) boration/ring closing metathesis sequence performed under orthogonal relay catalysis conditions. Excellent enantio-and diastereoselectivities are obtained in most of the cases. In addition, the parent crotylboration/RCM process is also described. The required substrates, ortho- ...

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