Journal of Organic Chemistry p. 6086 - 6092 (2018)
Update date:2022-08-30
Topics:
Khan, Hina P. A.
Das, Dipendu
Chakraborty, Tushar Kanti
An expedient approach toward the unified total syntheses of (+)-iridomyrmecin, (-)-isoiridomyrmecin, (+)-7-epi-boschnialactone, (+)-teucriumlactone, and (-)-dolichodial in chirally pure forms starting from readily available (+)-β-citronellene is delineated combining step economy and simplicity. Highlights include a Ti(III)-mediated reductive epoxide opening-cyclization for the construction of the core cyclopenta[c]pyran skeleton of the iridoid lactones with complete diastereoselectivity for the newly created bridgehead stereogenic centers. Subsequent transformations facilitate a short access to (+)-teucriumlactone and (-)-dolichodial and formal access to potentially other iridoids.
View MoreBeijing Huikang Boyuan Chemical Tech Co.,LTD
Contact:+86-10-68862197
Address:No.7 Haiying Road,Science City,Fengtai District,Beijing,China
Contact:+86-15850770348
Address:51 OF XIANGFANGCUN ROAD, Nanjing 210002, China
MedicalChem(Yancheng)Manuf.Co.,Ltd.
Contact:+86-515-84383366
Address:Touzeng BinHai, YanCheng City, JiangSu Province, China
Chongqing Rong&Quan Pharmaceutical Technology Co. , Ltd.
Contact:86-023-65268721
Address:No. 7, Manshanhong Village, Pingdingshan, Shapingba District, Chongqing Province, China
QINGDAO ON-BILLION INDUSTRAIL CO.,LTD
website:http://www.obn.com.cn
Contact:+86-15005320811 +86-532-80681989
Address:F35 Parkson Mansion No.44-60 Zhongshan Rd.
Doi:10.1016/S0040-4039(01)00659-1
(2001)Doi:10.3390/12010013
(2007)Doi:10.1111/cbdd.13861
(2021)Doi:10.1021/ja01362a027
(1931)Doi:10.1016/S0040-4039(03)00899-2
(2003)Doi:10.1021/ja050380u
(2005)