1402078-61-8

Basic information

• Product Name: (2S,3S)-diethyl 3-(hydroxymethyl)-2-phenylcyclopentane-1,1-dicarboxylate
• Synonyms: (2S,3S)-diethyl 3-(hydroxymethyl)-2-phenylcyclopentane-1,1-dicarboxylate
• CAS NO: 1402078-61-8
• Molecular Weight: 320.386
• Mol File: 1402078-61-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,3S)-diethyl 3-(hydroxymethyl)-2-phenylcyclopentane-1,1-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S)-diethyl 3-(hydroxymethyl)-2-phenylcyclopentane-1,1-dicarboxylate(1402078-61-8)
• EPA Substance Registry System: (2S,3S)-diethyl 3-(hydroxymethyl)-2-phenylcyclopentane-1,1-dicarboxylate(1402078-61-8)

Safety Data

• Hazardous Substances Data: 1402078-61-8(Hazardous Substances Data)

Upstream product

• 18721-64-7 diethyl 2-(2-bromoethyl)-malonate 
• 18719-42-1 diethyl 2-chloroethylmalonate 
• 1402078-39-0 (2S,3S)-diethyl 3-formyl-2-phenylcyclopentane-1,1-dicarboxylate 
• 14371-10-9 (E)-3-phenylpropenal 

Relevant articles and documents

Highly enantioselective organocatalytic formation of functionalized cyclopentane derivatives via tandem conjugate addition/α-alkylation of enals

An enantioselective tandem reaction between dialkyl 2-haloethylmalonates and aromatic enals catalyzed by secondary amine catalysts is described. The reaction proceeds through a Michael/α-alkylation reaction sequence to afford the final 1,1,2,3-tetrasubstituted cyclopentanes in good yields (up to 75%) with high diastereoselectivity and enantioselectivity (up to 20:1dr and 93%ee). Moreover, the Michael/α-alkylation reaction also proceeds with a low catalyst loading (5 mol-%) with only a slight influence on selectivity and O- and N-alkylation products were not observed. Chiral 1,1,2,3-tetrasubstituted cyclopentanes were easily synthesized under mild and simple conditions from α,β-unsaturated aldehydes and dialkyl 2-haloethylmalonates in good yields with high diastereoselectivities and enantioselectivities. Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.