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

摘要

Very high diastereoselectivity can be achieved by 1,3-chelation-controlled allylation of aldehydes that possess a non-chelating a-ether substituent, even if the a-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.