Gold-catalyzed Hosomi–Sakurai type reaction for the total synthesis of herboxidiene?
Organic & Biomolecular Chemistry Pub Date: 2016-05-10 DOI: 10.1039/C6OB00321D
Abstract
Total synthesis of herboxidiene/GEX1A/TAN-1609 has been accomplished in the 22 longest linear sequences starting from 2-butyne-1,4-diol following our recently developed gold-catalyzed Hosomi–Sakurai type of reaction on lactols with allyltrimethyl silane and Stille cross coupling to assemble the advanced fragment. The synthesis of the C10–C19 fragment was accomplished by means of Sharpless epoxidation and asymmetric alkylation reactions starting from (R)-methyl lactate.
Recommended Literature
- [1] Fatty acid eutectic mixtures and derivatives from non-edible animal fat as phase change materials? Pau Gallart-Sirvent,Marc Martín,Gemma Villorbina,Mercè Balcells,Aran Solé,Luisa F. Cabeza,Ramon Canela-GarayoaRSC Adv., 2017,7, 24133-24139 10.1039/C7RA03845C
- [2] Fatty acid positional distribution in colostrum and mature milk of women living in Inner Mongolia, North Jiangsu and Guangxi of China? Long Deng,Qian Zou,Biao Liu,Wenhui Ye,Chengfei Zhuo,Li Chen,Ze-Yuan Deng,Ya-Wei Fan,Jing LiFood Funct., 2018,9, 4234-4245 10.1039/C8FO00787J
- [3] Emulsion technologies for multicellular tumour spheroid radiation assays? Kay S. McMillan,Anthony G. McCluskey,Annette Sorensen,Marie Boyd,Michele ZagnoniAnalyst, 2016,141, 100-110 10.1039/C5AN01382H
- [4] Excimer–monomer switch: a reaction-based approach for selective detection of fluoride? Qiao Song,Angela Bamesberger,Lingyun Yang,Haley Houtwed,Haishi CaoAnalyst, 2014,139, 3588-3592 10.1039/C4AN00522H
- [5] Evidence that the availability of an allylic hydrogen governs the regioselectivity of the Wacker oxidation Matthew J. Gaunt,Jinquan Yu,Jonathan B. SpencerChem. Commun., 2001, 1844-1845 10.1039/B103066N
- [6] Excellent peroxidase mimicking property of CuO/Pt nanocomposites and their application as an ascorbic acid sensor? Xinhuan Wang,Shuangfei Cai,Cui QiAnalyst, 2017,142, 2500-2506 10.1039/C7AN00589J
- [7] EWOD-driven droplet microfluidic device integrated with optoelectronic tweezers as an automated platform for cellular isolation and analysis? Gaurav J. Shah,Eric P.-Y. Chiou,Ming C. Wu,Chang-Jin “CJ” KimLab Chip, 2009,9, 1732-1739 10.1039/B821508A
- [8] Excess electrons in lithium–ethylamine solutions—density, electrical conductivity and EPR studies Phys. Chem. Chem. Phys., 1999,1, 3561-3565 10.1039/A900683D
- [9] Emerging enantiomeric resolution materials with homochiral nano-fabrications Ji-Ping WeiNanoscale, 2015,7, 11815-11832 10.1039/C5NR03048J
- [10] Evolved polymerases facilitate selection of fully 2′-OMe-modified aptamers? Zhixia Liu,Tingjian Chen,Floyd E. RomesbergChem. Sci., 2017,8, 8179-8182 10.1039/C7SC03747C
Journal Name：Organic & Biomolecular Chemistry
research_products
-
CAS no.: 89640-58-4
![N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide](https://ossimg.kuujia.com/scimg/1444500/1444113-98-7x500.png)
![1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol](https://ossimg.kuujia.com/scimg/1271000/1270529-38-8x500.png)
![2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid](https://ossimg.kuujia.com/scimg/2138500/2138166-62-6x500.png)
![2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide](https://ossimg.kuujia.com/scimg/2034500/2034271-14-0x500.png)