A new chiral route to 5- and 6-substituted hydropyran-2-ones utilizing enantiopure 4-cumyloxy-2-cyclopenten-1-one
作者:Masayuki Sato、Hiromi Nakashima、Keisuke Hanada、Masato Hayashi、Masatoshi Honzumi、Takahiko Taniguchi、Kunio Ogasawara
DOI:10.1016/s0040-4039(01)00303-3
日期:2001.4
Starting from enantiopure 4-cumyloxy-2-cyclopenten-1-one, a route to 5- and 6-substituted hyropyran-2-ones has been developed. The method has achieved the synthesis of 4,5-cis- and 4,5-trans-5-ethyl-4-hydroxytetrahydropyran-2-ones assigned to marine natural products simplactones A and B to disprove the former and revise the latter of the proposed structures.
从对映体纯的4-枯基氧基-2-环戊烯-1-酮开始,已经开发出了5-和6-取代的羟吡喃-2-酮的途径。该方法已实现了将4,5-顺式和4,5-反式-5-乙基-4-羟基四氢吡喃-2-酮分配给海洋天然产物simplactones A和B的合成,以证明前者和后者的修改性。建议的结构。