Dynamical Trajectory Study of the Transannular [6+4] and Ambimodal Cycloaddition in the Biosynthesis of Heronamides

Zhang, Chun3; Wang, Xin3; Chen, Yu3; He, Zhili1; Yu, Peiyuan1,2; Liang, Yong2,3

2020-07-17

10.1021/acs.joc.0c01187

JOURNAL OF ORGANIC CHEMISTRY   影响因子和分区

0022-3263

1520-6904

We report the dynamical trajectory study of the transannular [6+4] and ambimodal cycloaddition proposed in the biosynthesis of heronamide natural products. The originally proposed bifurcation of the potential energy surface is found to strongly favor the formation of the [6+4] product, both in the gas phase and in an explicit water environment, as evidenced by our trajectory simulations. The detailed information on how the bonds are formed and how water influences the bonding dynamics was analyzed at the femtosecond time scale.

SCI ; EI

英语

通讯

National Natural Science Foundation of China[21803030] ; NSF of Jiangsu Province in China[BK20170631] ; Guangdong Provincial Key Laboratory of Catalysis[2020B121201002]

Chemistry

Chemistry, Organic

WOS:000551550500064

AMER CHEMICAL SOC

CHEMISTRY

Web of Science

1.Southern Univ Sci & Technol, Dept Chem, Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Peoples R China
2.Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China
3.Nanjing Univ, State Key Lab Coordinat Chem, Jiangsu Key Lab Adv Organ Mat, Chem & Biomed Innovat Ctr,Sch Chem & Chem Engn, Nanjing 210023, Peoples R China

Zhang, Chun,Wang, Xin,Chen, Yu,et al. Dynamical Trajectory Study of the Transannular [6+4] and Ambimodal Cycloaddition in the Biosynthesis of Heronamides[J]. JOURNAL OF ORGANIC CHEMISTRY,2020,85(14):9440-9445.

Zhang, Chun,Wang, Xin,Chen, Yu,He, Zhili,Yu, Peiyuan,&Liang, Yong.(2020).Dynamical Trajectory Study of the Transannular [6+4] and Ambimodal Cycloaddition in the Biosynthesis of Heronamides.JOURNAL OF ORGANIC CHEMISTRY,85(14),9440-9445.

Zhang, Chun,et al."Dynamical Trajectory Study of the Transannular [6+4] and Ambimodal Cycloaddition in the Biosynthesis of Heronamides".JOURNAL OF ORGANIC CHEMISTRY 85.14(2020):9440-9445.