Asymmetric Hetero-Diels–Alder Reaction of Danishefsky’s Dienes with α-Carbonyl Esters Catalyzed by an Indium(III)–PyBox Complex
Bei Zhao † and Teck-Peng Loh *‡（罗德平）
Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, People’s Republic of China
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore
Org. Lett. 2013, 15 , 2914–2917
An efficient catalytic enantioselective hetero-Diels–Alder reaction of Danishefsky’s dienes with α-carbonyl esters using a chiral In(III)–pybox complex has been demonstrated. This protocol offers several advantages, including mild reaction conditions, relatively low catalyst loading, and good to excellent enantioselectivities. Furthermore, the absolute configurations of the new alkynyl-containing products were determined by CD spectra in combination with TD-DFT calculations.
链接： //pubs.acs.org/doi/abs/10.1021/ol400841s
