131484-50-9Relevant academic research and scientific papers
Stereocontrolled total synthesis of iminosugar 1,4-dideoxy-1,4-imino-D-iditol
Agostinelli, Sonia,De Angelis, Martina,Lucarini, Claudia,Primitivo, Ludovica,Ricelli, Alessandra,Righi, Giuliana,Sappino, Carla
, (2020/05/14)
The first stereocontrolled total synthesis of iminosugar 1,4-dideoxy-1,4-imino-D-iditol is described. The key step in our approach was the double diastereoselection in the asymmetric dihydroxylation (AD) of suitable optically active olefin, the chiral vin
A short convergent synthesis of the [3.2.1]dioxabicyclooctane subunit of sorangicin A via regioselective epoxide opening
Raghavan, Sadagopan,Nyalata, Satyanarayana
, p. 1071 - 1077 (2018/02/10)
In this paper, we disclose the synthesis of the dioxabicyclo[3.2.1]octane subunit of the potent antibiotic sorangicin A. The synthesis was achieved in a convergent manner in 8 steps. Regio- and stereoselective intermolecular epoxide opening, ring-closing metathesis and iodo-etherification are key steps. cis-2-Butene diol has been employed as a common staring material.
Stereoselective total synthesis of multiplolide A and of a diastereoisomer
Reddy, Bandi Chennakesava,Bangade, Vikas Madhukar,Ramesh, Palakuri,Meshram, Harshadas Mitaram
, p. 266 - 274 (2013/03/28)
A stereoselective total synthesis of multiplolide A (1) and of its diastereoisomer 2 was described from easily accessible starting materials (Schemes 2-4). The synthetic strategy involves a Jacobsen resolution, Sharpless epoxidation, Swern oxidation, Yamaguchi reaction, and ring-closing metathesis (RCM). Copyright
Diastereoface differentiation in addition of lithium enolates to chiral α, β-epoxyaldehydes
Escudier, Jean-Marc,Baltas, Michel,Gorrichon, Liliane
, p. 5253 - 5266 (2007/10/02)
The aldolisation reaction of lithium ester enolates with chiral α,β-epoxyaldehydes 2a-2f has been investigated. The reaction proceeds with diastereofacial preference in favour of the anti isomer (anti: syn ≈ 4:1) and can be greatly enhanced in the case of
