Mukaiyama-Michael Reactions with Acrolein and Methacrolein: A Catalytic Enantioselective Synthesis of the C17-C28 Fragment of Pectenotoxins

作者：Kemppainen Eeva K; Sahoo Gokarneswar; Valkonen Arto; Pihko Petri M^*

来源：Organic Letters, 2012, 14(4): 1086-1089.

DOI：10.1021/ol203486p

Enantioselective iminium-catalyzed reactions with acrolein and methacrolein are rare. A catalytic enantioselective Mukaiyama-Michael reaction that readily accepts acrolein or methacrolein as substrates, affording the products in good yields and 91-97% ee, is presented. As an application of the methodology, an enantioselective route to the key C17-C28 segment of the pectenotoxin using the Mukaiyama-Michael reaction as the key step is described.

• 出版日期2012-2-17