276870-05-4

Upstream product

• 80522-42-5 triisopropylsilyl trifluoromethanesulfonate 
• 90414-36-1 methyl (3S)-3,4-dihydroxybutyrate 

Downstream Products

• 308240-86-0 (S)-3-(4-Methoxy-benzyloxy)-4-triisopropylsilanyloxy-butyric acid methyl ester 
• 276870-00-9 (6S)-2,2-dimethyl-4-phenylsulfanyl-6-(triisopropylsilyloxymethyl)-1,3-dioxane 
• 308240-95-1 (3R,5S)-5-{2-[(S)-2-(4-Methoxy-benzyloxy)-3-triisopropylsilanyloxy-propyl]-thiazol-4-yl}-3-(2,2,2-trichloro-1,1-dimethyl-ethoxycarbonylamino)-hexanoic acid (E)-(S)-4-iodo-1,3-dimethyl-but-3-enyl ester 
• 308240-82-6 (3R,5S)-5-{2-[(S)-2-(4-Methoxy-benzyloxy)-3-triisopropylsilanyloxy-propyl]-thiazol-4-yl}-3-((R)-toluene-4-sulfinylamino)-hexanoic acid (E)-(S)-4-iodo-1,3-dimethyl-but-3-enyl ester 
• 308240-94-0 (3R,5S)-3-Amino-5-{2-[(S)-2-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-propyl]-thiazol-4-yl}-hexanoic acid (E)-(S)-4-iodo-1,3-dimethyl-but-3-enyl ester 
• 308240-80-4 4-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-[(S)-2-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-propyl]-thiazole 
• 308240-92-8 Methanesulfonic acid (R)-2-{2-[(S)-2-(4-methoxy-benzyloxy)-3-triisopropylsilanyloxy-propyl]-thiazol-4-yl}-propyl ester 
• 308240-91-7 (R)-2-{2-[(S)-2-(4-Methoxy-benzyloxy)-3-triisopropylsilanyloxy-propyl]-thiazol-4-yl}-propan-1-ol 
• 308240-81-5 (S)-3-{2-[(S)-2-(4-Methoxy-benzyloxy)-3-triisopropylsilanyloxy-propyl]-thiazol-4-yl}-butyronitrile 
• 308240-93-9 (S)-3-{2-[(S)-2-(4-Methoxy-benzyloxy)-3-triisopropylsilanyloxy-propyl]-thiazol-4-yl}-butyraldehyde 
• 308240-78-0 (S)-3-(4-Methoxy-benzyloxy)-4-triisopropylsilanyloxy-thiobutyramide 
• 308240-88-2 (S)-3-(4-Methoxy-benzyloxy)-4-triisopropylsilanyloxy-butyramide 
• 308240-87-1 (S)-3-(4-Methoxy-benzyloxy)-4-triisopropylsilanyloxy-butyric acid 
• 732290-11-8 (4R,6S)-2,2-dimethyl-4-phenylsulfanyl-6-(triisopropylsilyloxymethyl)-1,3-dioxane 

Relevant academic research and scientific papers

A reductive coupling strategy towards ripostatin A

Synthetic studies on the antibiotic natural product ripostatin A have been carried out with the aim to construct the C9-C10 bond by a nickel(0)-catalyzed coupling reaction of an enyne and an epoxide, followed by rearrangement of the resulting dienylcyclopropane intermediate to afford the skipped 1,4,7-triene. A cyclopropyl enyne fragment corresponding to C1-C9 has been synthesized in high yield and demonstrated to be a competent substrate for the nickel(0)-catalyzed coupling with a model epoxide. Several synthetic approaches toward the C10-C26 epoxide have been pursued. The C13 stereocenter can be set by allylation and reductive decyanation of a cyanohydrin acetonide. A mild, fluoride-promoted decarboxylation enables construction of the C15-C16 bond by an aldol reaction. The product of this transformation is of the correct oxidation state and potentially three steps removed from the targeted epoxide fragment.

A Convergent Synthesis of Polyol Chains

A new method is described for the convergent synthesis of polyol chains in which two chains are coupled with control of the newly formed stereogenic center.