Progress in the total synthesis of inthomycins

Abstract

The inthomycin family of antibiotics, isolated from Streptomyces strains, are interesting molecules for synthesis due to their characteristic common oxazole polyene chiral allylic β-hydroxycarbonyl fragments and significant biological activities. The full structural motif of the inthomycins is found in several more complex natural products including the oxazolomycins, 16-methyloxazolomycin, curromycins A and B, and KSM-2690. This review summarises the application of various efforts towards the synthesis of inthomycins and their analogues systematically.

Recent asymmetric synthesis of natural products bearing an α-tertiary amine moiety via temporary chirality induction strategies

“…Twostage trans-hydrosilylation under Fürstner's conditions and subsequent protodesilylation with TBAF yielded 253. 131 Aer coupling of 253 with le-hand fragments 254 and 255 (inthomycin B and C derivatives, respectively), 132,133 4.2.6 Salinosporamides. Salinosporamides (256-260, Fig.…”

“…Two-stage trans -hydrosilylation under Fürstner's conditions and subsequent protodesilylation with TBAF yielded 253 . 131 After coupling of 253 with left-hand fragments 254 and 255 (inthomycin B and C derivatives, respectively), 132,133 deprotection and β-lactone formation produced (−)-oxazolomycin B ( 231 ) and (+)-oxazolomycin C ( 232 ), respectively.…”