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Open AccessCommunication

Asymmetric Total Synthesis of Ieodomycin B

1
School of Pharmacy, Jiangxi Science and Technology Normal University, Fenglin Road 605, Nanchang 330013, China
2
School of Life Science, Jiangxi Science and Technology Normal University, Fenglin Road 605, Nanchang 330013, China
*
Authors to whom correspondence should be addressed.
Academic Editor: Vassilios Roussis
Mar. Drugs 2017, 15(1), 17; https://doi.org/10.3390/md15010017
Received: 31 August 2016 / Revised: 29 November 2016 / Accepted: 8 December 2016 / Published: 18 January 2017
(This article belongs to the Special Issue Marine Fungal Natural Products)
Ieodomycin B, which shows in vitro antimicrobial activity, was isolated from a marine Bacillus species. A novel asymmetric total synthetic approach to ieodomycin B using commercially available geraniol was achieved. The approach involves the generation of 1,3-trans-dihydroxyl at C-3 and C-5 positions via a Crimmins-modified Evans aldol reaction and a chelation-controlled Mukaiyama aldol reaction of a p-methoxybenzyl-protected aldehyde, as well as the generation of a lactone ring in a deprotection–lactonization one-pot reaction. View Full-Text
Keywords: antimicrobial; total synthesis; ieodomycin B; chelation-controlled Mukaiyama aldol reaction antimicrobial; total synthesis; ieodomycin B; chelation-controlled Mukaiyama aldol reaction
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MDPI and ACS Style

Lin, S.; Zhang, J.; Zhang, Z.; Xu, T.; Huang, S.; Wang, X. Asymmetric Total Synthesis of Ieodomycin B. Mar. Drugs 2017, 15, 17.

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