Search

Abstract: A new stereoselective approach for the synthesis of N-benzyl amino(hydroxymethyl)cyclopentitols by using stereoselective allylation on lactamine and RCM from d-ribose has been described and the glycosidase inhibitory activities of these amino cyclopentitols have been studied. [Copyright &y& Elsevier]

Abstract: A short synthesis of hydroxyethylene dipeptide isostere, a core unit of the HIV-protease inhibitors ritonavir and lopinavir, its C-3 epimer and C 2 symmetric diamino diol is described. The crucial aspects of the synthesis are self-cross metathesis and exploitation of C 2-symmetric of the metathesis product 8 to obtain the required skeleton. [Copyright &y& Elsevier]

Abstract: An efficient and highly stereoselective approach to bicyclic aza sugars is described using Grignard reaction on an N-benzyl imine derived from 3-O-benzyl-1,2-O-isopropylidine-α-d-xylo-pentodialdofuranose, ring closing metathesis, and reductive cyclization as key steps. [Copyright &y& Elsevier]

Abstract: A novel stereoselective synthesis of N-Boc-(2S,3S)-3-hydroxy-2-phenylpiperidine was achieved from d-mannitol involving the highly stereoselective addition of phenyl Grignard to an allyl imine (de >98%) and ring-closing metathesis (RCM) in the key steps. [Copyright &y& Elsevier]

Abstract: The stereoselective synthesis of 6-epi-pentenocin B 3 is described using a stereoselective Grignard reaction and ring-closing metathesis (RCM) as the key steps. [Copyright &y& Elsevier]

An efficient synthesis of enantiopure (−)- and (+)-pentenomycins are described by reductive iodo elimination and ring-closing metathesis (RCM), as the key steps. The first synthesis of the unnatural (+)-isomer is described. [Copyright &y& Elsevier]

Enantioselective synthesis of non-peptidic neurokinin NK1 receptor antagonist L-733,060 is described using ring-closing metathesis as a key step, starting from l-phenylglycine. [Copyright &y& Elsevier]

Abstract: A common method for the synthesis of 4a-carba-β-l-lyxofuranose and 4a-carba-β-l-arabinofuranose from d-mannose and 2,2,5-trimethyl-3a,6a-dihydro-cyclopenta[1,3]dioxol-4-one from d-ribose is described using catalytic Nozaki-Hiyama-Kishi (NHK) conditions and ring closing metathesis (RCM). In this transformation, ω-deoxy-ω-iodo manno/ribo furanoside undergoes reductive elimination in the presence of Mn/CrCl3 to give the corresponding olefin-aldehyde which was trapped by nucleophile under the same conditions to afford the desired diolefinic species. The ring closing metathesis reaction on these diolefinic species with Grubbs second generation catalyst produced the required carbocycles. [Copyright &y& Elsevier]