Shangguan Ning, Kiren Sezgin, Williams Lawrence J
Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, Piscataway, NJ 08854, USA.
Org Lett. 2007 Mar 15;9(6):1093-6. doi: 10.1021/ol063143k. Epub 2007 Feb 24.
A formal synthesis of psymberin (irciniastatin A) is presented. Notable features of the synthesis include the chemo-, regio-, and stereoselective oxidation of a 1,3-disubstituted allene, a configuration-dependent spirodiepoxide opening, the efficient syntheses of functionalized trans-2,6-disubstituted pyrans, and the union of a highly functionalized aldehyde with a pentasubstituted aryl homoenolate to give a dihydroisocumarin. [structure: see text]
本文介绍了psymberin（海兔毒素A）的形式合成。该合成的显著特点包括1,3-二取代丙二烯的化学、区域和立体选择性氧化、构型依赖性螺环二环氧开环、官能化反式-2,6-二取代吡喃的高效合成，以及高官能化醛与五取代芳基高烯醇化物结合生成二氢异香豆素。[结构：见原文]
