Asymmetric Total Synthesis of Ieodomycin B.

Abstract:

: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.

journal_name

Mar Drugs

journal_title

Marine drugs

authors

Lin S,Zhang J,Zhang Z,Xu T,Huang S,Wang X

doi

10.3390/md15010017

subject

Has Abstract

pub_date

2017-01-18 00:00:00

issue

1

issn

1660-3397

pii

md15010017

journal_volume

15

pub_type

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