Total synthesis of the salicyldehydroproline-containing antibiotic promysalin. Issue 16 (21st April 2016)
- Record Type:
- Journal Article
- Title:
- Total synthesis of the salicyldehydroproline-containing antibiotic promysalin. Issue 16 (21st April 2016)
- Main Title:
- Total synthesis of the salicyldehydroproline-containing antibiotic promysalin
- Authors:
- Kaduskar, Rahul D.
Dhavan, Atul A.
Dallavalle, Sabrina
Scaglioni, Leonardo
Musso, Loana - Abstract:
- Abstract: A convergent total synthesis of promysalin, a metabolite of Pseudomonas putida RW10S1 with antibiotic activity, is described. The synthetic approach is based around a salicyldehydroproline core and a dihydroxymyristamide fragment. Crucial steps include a MacMillan asymmetric α-hydroxylation applied for the construction of the myristamide framework, and a lactam reduction by Superhydride ® to obtain the dehydroproline fragment. Because of the modular nature of the synthesis, ready access to analogues for biological evaluation is available. Graphical abstract:
- Is Part Of:
- Tetrahedron. Volume 72:Issue 16(2016)
- Journal:
- Tetrahedron
- Issue:
- Volume 72:Issue 16(2016)
- Issue Display:
- Volume 72, Issue 16 (2016)
- Year:
- 2016
- Volume:
- 72
- Issue:
- 16
- Issue Sort Value:
- 2016-0072-0016-0000
- Page Start:
- 2034
- Page End:
- 2041
- Publication Date:
- 2016-04-21
- Subjects:
- Natural products -- Total synthesis -- Stereoselectivity -- Antibiotics
Chemistry, Organic -- Periodicals
547.005 - Journal URLs:
- http://www.elsevier.com/journals ↗
- DOI:
- 10.1016/j.tet.2016.03.009 ↗
- Languages:
- English
- ISSNs:
- 0040-4020
- Deposit Type:
- Legaldeposit
- View Content:
- Available online (eLD content is only available in our Reading Rooms) ↗
- Physical Locations:
- British Library DSC - 8796.850000
British Library DSC - BLDSS-3PM
British Library STI - ELD Digital store - Ingest File:
- 2083.xml