113350-84-8

Upstream product

• 100-39-0 benzyl bromide 
• 171964-40-2 diisopropyl (2S,3S)-2,3-dibenzyloxysuccinate 
• 113321-58-7 (2S,3S)-diethyl 2,3-bis(phenylmethoxy)succinate 

Downstream Products

• 171622-74-5 (2R,3R)-2,3-bis(benzyloxy)-4-((tert-butyldimethylsilyl)oxy)butan-1-ol 
• 203389-76-8 Phosphoric acid dibenzyl ester (2R,3R)-2,3-bis-benzyloxy-4-hydroxy-butyl ester 
• 430473-68-0 (2R,3R)-2,3-Bis-benzyloxy-4-triisopropylsilanyloxy-butan-1-ol 
• 863642-62-0 (2S,3R)-2,3-dibenzyloxydihydrofuran-1-one 
• 872130-24-0 phosphoric acid (2R,3R)-2,3-bis-benzyloxy-4-hydroxy-butyl ester diphenyl ester 
• 1359717-86-4 (2S,3R)-2,3-bis(benzyloxy)pent-4-ynal 
• 1359717-93-3 (2R,3R,4R)-3,4-bis(O-benzyl)-1,1-difluoro-1-(phenylselanyl)-hex-5-yn-2,3,4-triol 
• 206983-88-2 1,2,3-O-tribenzyl-D-threitol 
• 113321-59-8 (2R,3R)-(-)-2,3-bis(phenylmethoxy)-1,4-bis<<(4-methylphenyl)sulfonyl>oxy>butane 
• 1239471-63-6 (2R,3R)-4-(4-methoxyphenylmethoxy)-2,3-bis(phenylmethoxy)butan-1-ol 
• 113303-32-5 (1R,2R)-(-)-1,2-bis(phenylmethoxy)-4,4-bis(phenylsulfonyl)cyclopentane 
• 113303-30-3 (2R,3R)-(-)-1,4-dibromo-2,3-bis(phenylmethoxy)butane 
• 113350-85-9 (1R,2R)-(-)-1,2-bis(phenylmethoxy)cyclopentane 
• 171863-60-8 (5R,6R)-5,6-dibenzyloxy-6-tert-butyldimethylsilyloxy-2-methylhept-3-yn-2-ol 

Relevant academic research and scientific papers

Correction to: Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (-)-Gabosine H and (-)-6-epi-Gabosine H (Organic Letters (2016) 18: 15 (3886-3889) DOI: 10.1021/acs.orglett.6b

The wrong enantiomers of (?)-gabosine H (5), (?)-epigabosine H (epi-5) and intermediates 6?10, 11a,b, and 12?22 were drawn in the Abstract, Table of Contents, and Schemes 2?6. The correct structural drawings for these compounds are provided. The corrected

Practical synthesis of trans-dihydroxybutyrolactols as chiral C4 building blocks and their application to the synthesis of polyhydroxylated alkaloids

Practical syntheses of trans-dihydroxybutyrolactols 2a, 2b and 2c from inexpensive chiral pool compounds l-ascorbic, d- and l-tartaric acid have been achieved on a multigram-scale. The synthetic applications of these chiral building blocks have been demonstrated in the efficient total or formal synthesis of polyhydroxylated alkaloids (+)-lentiginosine and (-)-deacetylanisomycin in concise routes. The Royal Society of Chemistry 2013.

Synthesis of exo-methylenedifluorocyclopentanes as precursors of fluorinated carbasugars by 5-exo-dig radical cyclization

The synthesis of polyhydroxylated 1,1-difluoro-5-methylenecyclopentanes is described. The sequence involves an addition of PhSeCF2TMS to a tartrate-derived aldehyde or its corresponding tert-butanesulfinylimines followed by a radical cyclization. The use of a benzyl protected substrate led to an unproductive 1,5-hydrogen transfer after cyclization but the desired compound was eventually obtained from the unprotected substrate. A hydroboration/oxidation sequence was investigated on these 1,1-difluoro-5- methylenecyclopentanes as it would provide fluorinated carbasugars, a new and promising class of glycomimetics. Unfortunately, this reaction was poorly efficient and its regioselectivity not the expected one.

Stereocontrolled synthesis of 2-substituted-1,3-azasilaheterocycles

(Equation Presented). Chiral α-silylsulfinamides, prepared by the treatment of an alkyldiphenylsilane with lithium followed by its addition to a sulfinimine, can be applied to the synthesis of 1,3-azasilaheterocycles as derivatives of cyclic alkaloids. Th

Mechanistic divergence of two closely related aldol-like enzyme-catalysed reactions

The mechanistic divergence of two closely related aldol-like enzyme-catalyzed reaction is studied. The interaction of threose 4-phosphate with 3-deoxyerythrose 4-phosphate with 3-deoxy -D-arabino-heptulosonate 7-phosphate synthase (DAH7PS) revealed previo

Total synthesis of bengamide E

A total synthesis of bengamide E is reported. The synthesis includes the utilization of D-tartrate as the chiral building block, construction of the E-olefin by the Julia protocol, an anti-aldol reaction to generate C-2 and C-3 stereocenters, and coupling of the thioester with caprolactam hydrochloride using sodium 2-ethylhexanoate.

Highly stereocontrolled total synthesis of (+)-bengamide E

Diisopropyl D-tartrate 7 was efficiently transformed into the hexacarbonyl dicobalt complexed aldehyde 23.A highly stereocontrolled aldol reaction of 23 with the O,S-acetal 20 in the presence of tin(IV) chloride provided, after decomplexation, the aldol adduct 21 as the sole product, which was subsequently converted into (+)-bengamide E 5.