174455-52-8Relevant academic research and scientific papers
Stereoselective synthesis of (+)-diplodialides-B, C and a formal synthesis of (+)-diplodialide-A by ring-closing metathesis approach
Sharma,Reddy, K. Laxmi
, p. 3197 - 3202 (2006)
Stereoselective synthesis of diplodialides-B and C and the formal synthesis of diplodialide-A are reported. A combination of Jacobsen's hydrolytic kinetic resolution and Sharpless epoxidation is used for the creation of two stereogenic centers, while a ring-closing metathesis strategy was used for the construction of the lactone ring.
Asymmetric total synthesis of four stereoisomers of the sex pheromone of the western corn rootworm
Sun, Zhi-Feng,Zhang, Tao,Liu, Jinyang,Du, Zhen-Ting,Zheng, Huaiji
, (2018/03/30)
A convergent synthesis of four stereoisomers of the sex pheromone of the western corn rootworm (8-methyldecan-2-yl propionate, 1) from commercially available chiral starting materials is reported. The key step was Julia–Kocienski olefination between chiral BT-sulfone and chiral aldehyde. This synthetic route provided the four stereoisomers of 1 in 24–29% total yield via a six-step sequence. The simple scale-up strategy provides a new way to achieve the asymmetric synthesis of the sex pheromone.
Synthesis method and application of diabrotica virgifera virgifera le conte sex pheromone
-
Paragraph 0080; 0092; 0126-0128, (2018/07/15)
The invention belongs to the technical field of pesticide chemistry, and discloses a synthesis method and application of diabrotica virgifera virgifera le conte sex pheromone. The synthesis method comprises the steps of enabling chiral sulfone compounds, i.e., (S)-2-methylbutyl thiazolsulfone and (R)-2-methylbutyl thiazolsulfone to be respectively subjected to a Julia-Kocienski coupling reaction with chiral aldehyde compounds, i.e., (S)-6-aldehyde hexan-2-ol propionate and (R)-6-aldehyde hexan-2-ol propionate, and carrying out hydrogenation reduction on the product of the coupling reaction soas to obtain the diabrotica virgifera virgifera le conte sex pheromone. In addition, the diabrotica virgifera virgifera le conte sex pheromone prepared by the method can be applied to the prevention and control of diabrotica virgifera virgifera le conte. The synthetic route of the diabrotica virgifera virgifera le conte sex pheromone is simplified, fewer by-products are produced in the reaction, and the reaction yield is greatly increased.
Facile stereoselective synthesis of the C12-C24 fragment of macrolactin-A
Yadav, Jhillu S.,Gupta, Manoj K.,Prathap
, p. 1343 - 1348 (2008/02/12)
A simple and efficient stereoselective synthesis of the C12-C24 fragment of the natural product macrolactin-A was achieved from D-glucose as the starting material and with use of the Wittig and modified Julia olefination reactions as key steps. Georg Thieme Verlag Stuttgart.
