Liquid-phase parallel synthesis of 2-aryl-5-methoxylcarbonyl-dihydropyrones using soluble polymer support

• DOI: 10.1016/j.tetlet.2005.03.192
• Publication Date: 2005-04-14T11:03:14Z
• Authors: Jun-Ke Wang; Ying-Xiao Zong; Hong-Gang An; Guo-Qing Xue; Dong-Qing Wu; Yong-Sheng Wang
• Keywords: 01 natural sciences; 0104 chemical sciences

Abstract General and efficient methods for the construction of 2-aryl-5-methoxylcarbonyl-dihydropyrones on soluble polymer support have been developed. The hetero-Diels–Alder reaction of aldehydes with poly(ethylene glycol) (PEG)-bound Danishefsky’s diene derived from PEG-bound acetoacetate, followed by cleavage from the support, afforded 2-aryl-5-methoxylcarbonyl-dihydropyrones. The products were obtained in good yields and high enantioselectivities.