Stereocontrol by Quaternary Centres: A Stereoselective Synthesis of (−)??Luminacin D

…, MD Selby, A Tavassoli, B Linclau

Index: Bartlett, Nathan; Gross, Leona; Peron, Florent; Asby, Daniel J.; Selby, Matthew D.; Tavassoli, Ali; Linclau, Bruno Chemistry - A European Journal, 2014 , vol. 20, # 12 p. 3306 - 3310

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Citation Number: 2

Abstract

Abstract Very high diastereoselectivity can be achieved by 1, 3-chelation-controlled allylation of aldehydes that possess a non-chelating α-ether substituent, even if the α- position is a quaternary centre and/or a spiro-epoxide. This reaction was used as a key step in an enantioselective synthesis of the angiogenesis inhibitor luminacin D.