Enantioselective Synthesis of Anti Homoallylic Alcohols from Terminal Alkynes and Aldehydes Based on Concomitant Use of a Cationic Iridium Complex and a Chiral …

…, Y Nishida, M Morimoto, M Murakami

Index: Miura, Tomoya; Nishida, Yui; Morimoto, Masao; Murakami, Masahiro Journal of the American Chemical Society, 2013 , vol. 135, # 31 p. 11497 - 11500

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Citation Number: 25

Abstract

We report a highly diastereo-and enantioselective synthesis of anti homoallylic alcohols from terminal alkynes via (E)-1-alkenylboronates based upon two catalytic reactions: a cationic iridium complex-catalyzed olefin transposition of (E)-1-alkenylboronates and a chiral phosphoric acid-catalyzed allylation reaction of aldehydes.

Stereochemistry of the reactions of substituted allylboronat...

[Roush,W.R.; Adam,M.A.; Walts,A.E. Journal of the American Chemical Society, 1986 , vol. 108, p. 3422]

Rhodium??Catalyzed Reaction of 1??Alkenylboronates with Alde...

[Shimizu, Hiroshi; Igarashi, Tomohiro; Miura, Tomoya; Murakami, Masahiro Angewandte Chemie - International Edition, 2011 , vol. 50, # 48 p. 11465 - 11469]