138382-29-3

Upstream product

• 25125-21-7 4-(hydroxymethyl)cyclopentene 

Downstream Products

• 934986-75-1 (1S)-cis-4-Benzyloxymethylcyclopent-2-en-1-ol 
• 261511-14-2 [(1S)-trans-1-(4-Benzyloxymethylcyclopent-2-en-1-yloxy)ethenyloxy] tert-butyldimethylsilane 
• 193071-28-2 (3aR,4S,6R,6aR)-4-Benzyloxymethyl-6-iodohexahydrocyclopenta[b]furan-2-one 
• 193071-27-1 (1S)-trans-(5-Benzyloxymethylcyclopent-2-en-1-yl)acetic acid 
• 193071-26-0 (1S)-trans-4-Benzyloxymethylcyclopent-2-en-1-yl acetate 
• 35761-79-6 (3aR,4S,6aS)-4-Benzyloxymethyl-3,3a,4,6a-tetrahydrocyclopenta[b]furan-2-one 
• 193141-49-0 (1R)-cis-4-Benzyloxymethylcyclopent-2-en-1-ol 

Relevant academic research and scientific papers

Highly Enentioselective Rearrangement of a meso-Epoxide to an Allyl Alcohol for Carbocyclic Nucleoside Synthesis: an Internal Alkoxide Effect

The synthesis of enantiomeric cis-4-(hydroxymethyl)cyclopent-2-ene-1-ols 2 and 3 (R=H) via a highly enantioselective rearrangement of cis-6-oxabicyclohexane-3-methanol 4 (R=H) using the dilithium salts of (+)- or (-)-norephedrine is described.

Concise Racemic and Highly Enantioselective Approaches to Key Intermediates for the Syntheses of Carbocyclic Nucleosides and pseudo-Ribofuranoses: Formal Syntheses of Carbovir

A regio- and stereo-specific synthesis of cis-(+/-)-3-acetoxy-5-(acetoxymethyl)cyclopentene 3 from cyclopent-3-enecarboxylic acid 4 via a bromolactonisation strategy is described.Pd-catalysed coupling of the cis-(+/-)-diacetate 3 with 2-amino-6-chloropurine or 2,6-diaminopurine leads to the formal syntheses of carbovir 1.A synthesis of the (1R)-cis-diacetate 15 (R = Ac) is described via a highly enantioselective rearrangement of cis-6-oxabicyclohexane-3-methanol 13 (also prepared from the acid 4) using the dilithium salt of (1S,2R)-norephedrine.