Murata Takeshi, Sano Masayuki, Takamura Hiroyoshi, Kadota Isao, Uemura Daisuke
Graduate School of Science, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8602, Japan.
J Org Chem. 2009 Jul 3;74(13):4797-803. doi: 10.1021/jo900546k.
Stereoselective synthesis of the C23-C34 fragment of symbiodinolide, which possesses the originally proposed stereochemistry, and its diastereomers was achieved in 19 steps from L-aspartic acid, respectively. Comparison of spectroscopic data of the synthetic products with those of the degraded product of symbiodinolide led to a structural revision of the C23-C34 fragment.
从L-天冬氨酸出发,经19步反应分别实现了具有最初提出的立体化学结构的共生甲藻内酯C23-C34片段及其非对映异构体的立体选择性合成。将合成产物的光谱数据与共生甲藻内酯降解产物的光谱数据进行比较,从而对C23-C34片段的结构进行了修正。