State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, Lanzhou 730000, People's Republic of China.
J Org Chem. 2010 Dec 3;75(23):8234-40. doi: 10.1021/jo101875w. Epub 2010 Nov 10.
Concise and efficient asymmetric total syntheses of (+)-strictifolione 1 and (6R)-6-[(4R,6R)-4,6-dihydroxy-10-phenyldec-1-enyl]-5,6-dihydro-2H-pyran-2-one 2 have been achieved based on the strategic application of one-pot double allylboration and ring-closing metathesis reactions. The total syntheses proceeded in only five and seven steps, respectively, from readily available 3-butenal and represent the shortest syntheses of 1 and 2 reported to date.
基于一锅法双烯丙基硼化反应和关环复分解反应的策略性应用,实现了 (+)-strictifolione 1 和 (6R)-6-[(4R,6R)-4,6-二羟基-10-苯代-1-癸烯基]-5,6-二氢-2H-吡喃-2-酮 2 的简洁高效不对称全合成。这两个全合成的路线分别只经过了五步和七步,从易得的 3-丁烯醛出发,代表了迄今为止报道的 1 和 2 的最短合成路线。