Abstract
Herein we report the first total syntheses of the trisaccharide-repeating units of Pseudomonas chlororaphis subsp. aureofaciens UCM B-306 via a one-pot assembly of the core trisaccharide structure. The rare-sugar-containing trisaccharide-repeating units are comprised of d-bacillosamine, 2-amino-2-deoxy-d-galacturonic acid or amide, and d-rhamnose units linked through three consecutive α-linkages. The total syntheses of two repeating units were completed starting from d-mannose via a longest-linear sequence of 27 steps in 5.8% and 4.4% overall yields, respectively.
Original language | English |
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Pages (from-to) | 3696-3701 |
Number of pages | 6 |
Journal | Organic Letters |
Volume | 24 |
Issue number | 20 |
DOIs | |
State | Published - May 27 2022 |
Externally published | Yes |
Funding
S.S.K. thanks the Science and Engineering Research Board, Department of Science and Technology, Government of India (Grants CRG/2019/000025 and SPR/2021/000328) for financial support. A.R.P. and K.P. thank UGC New Delhi for research fellowships. B.G. thanks IIT Bombay for an Institute Post-Doctoral fellowship.