苯并呋喃-2,3-二酮和丙酮的不对称Aldol反应

摘要

The 3-substituted 3-hydroxybenzofuran-2-one unit is encountered in a large variety of natural pro-ducts with a wide spectrum of biological activities. Therefore, development of new methodologies to the con-struction of chiral quaternary center at the 3-position of benzofuran-2-one compounds were highly desired. A highly enantioselective Aldol reaction of benzofuran-2,3-ones with ketone catalyzed by N-(2-thiophenesulfo-nyl) prolinamide through enamine activation strategy was developed. As a result, a number of chiral 3-hydro-xyl substituted benzofuran-2-ones derivatives were synthesized with very good yields ( up to 96%) and mode-rate to good enantioselectivities( up to 91% e. e. ) . This methodology substantially broadens the benzofuranone chemistry and offer functionalized chiral products.%以脯氨酸作为催化剂催化苯并呋喃-2,3-二酮与丙酮的不对称Aldol反应,高选择性地合成了一系列3位含有手性季碳中心的苯并呋喃酮类化合物。