316363-73-2

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 130748-67-3 (2S)-N-(4-methylbenzene)-1-sulfonoamido-4-methylpentan-1-ol 
• 7533-40-6 (S)-2-amino-4-methylpentan-1-ol 
• 98-59-9 p-toluenesulfonyl chloride 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 

Downstream Products

• 1352166-01-8 (S)-N-allyl-N-(4-methylbenzenesulfonyl)-leucinol 
• 1268631-05-5 C₂₉H₅₅NO₄SSi₂ 
• 1268630-72-3 C₁₇H₂₅NO₃S 
• 1268630-63-2 C₁₇H₂₇NO₄S 
• 903516-32-5 tert-butyl (E)-(7S)-6-aza-8-hydroxy-7-isobutyl-6-(p-toluenesulfonyl)oct-2-enoate 
• 903516-41-6 tert-butyl (E)-(7S)-6-aza-8-bromo-7-isobutyl-6-(p-toluenesulfonyl)oct-2-enoate 
• 903516-27-8 (5S)-4-aza-5-iso-butyl-1-hydroxy-7-oxa-4-(p-toluenesulfonyl)cycloheptane 
• 903516-23-4 (S)-4-aza-5-iso-butyl-6-(tert-butyldimethylsilanyloxy)-4-(p-toluenesulfonyl)hexanal dimethyl acetal 

Relevant academic research and scientific papers

Selective 7- endo -Cyclization of 3-Aza-5-alkenols through Oxidative Pd(II)-Catalyzed Olefin Oxyarylation

3-Aza-5-alkenols undergo selective 7- endo - trig cyclization when treated with a catalytic Pd(II) species, CuCl 2 and ArSnBu 3 giving 7-aryl-substituted oxazepanes. The intramolecular alkoxylation occurs with formation of a seven-me

Gold-catalyzed direct activation of allylic alcohols in the stereoselective synthesis of functionalized 2-vinyl-morpholines

Alcohol versus alcohol: A highly stereocontrolled synthesis of substituted morpholines is realized by means of gold-catalyzed dehydrative allylic cyclization of diols (see scheme for one example; segphos = 5,5′-bis[di(3, 5-di-tert-butyl-4-methyoxyphenyl)phosphine]-4,4′-bi-1,3-benzodioxole). The present methodology represents one of the few examples of enantioselective gold-catalyzed transformations involving unactivated alkenes. Copyright

Synthesis of 2,4-disubstituted piperidines via radical cyclization: Unexpected enhancement in diastereoselectivity with tris(trimethylsilyl)silane

A novel approach to 2,4-disubstituted piperidines is reported, involving the radical cyclization of 7-substituted-6-aza-8-bromooct-2-enoates. Cyclization with tributyltin hydride affords the trans piperidines with trans/cis diastereomeric ratios ranging typically from 3:1 to 6:1. Cyclization with tris(trimethylsilyl)silane affords the same products with diastereomeric ratios of up to 99:1 in certain cases. The enhancement in diastereoselectivity results from the selective rearrangement of the minor stereoisomer through a cascade process involving radical cyclization to the piperidine radical, 1,5-radical translocation, and attack of the translocated radical onto the sulfonamide with extrusion of SO2 in a Smiles-type rearrangement. Slower trapping of the piperidine radical by tris(trimethylsilyl)silane compared to tributyltin hydride accounts for the occurrence of the rearrangement cascade in the former case.