129801-01-0

Basic information

• Product Name: ethyl (1β,2α,3β)-4-methylene-3-(phenylsulfonyl)-2-propylcyclopentanecarboxylate
• CAS NO: 129801-01-0
• Molecular Weight: 336.452
• Mol File: 129801-01-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: ethyl (1β,2α,3β)-4-methylene-3-(phenylsulfonyl)-2-propylcyclopentanecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl (1β,2α,3β)-4-methylene-3-(phenylsulfonyl)-2-propylcyclopentanecarboxylate(129801-01-0)
• EPA Substance Registry System: ethyl (1β,2α,3β)-4-methylene-3-(phenylsulfonyl)-2-propylcyclopentanecarboxylate(129801-01-0)

Safety Data

• Hazardous Substances Data: 129801-01-0(Hazardous Substances Data)

Upstream product

• 116830-92-3 2-(chloromethyl)-3-(phenylsulfonyl)-1-propene 
• 27829-72-7 ethyl (E)-hex-2-enoate 
• 129800-98-2 2-(bromomethyl)-3-(phenylsulfonyl)-1-propene 

Relevant articles and documents

A general synthesis of methylenecyclopentanes by a stereoselective [3 + 2] approach

The [3 + 2] cyclopentanation involving 3-(phenylsulfonyl)-2-(bromomethyl)-1-propene (1) and representative (E) α,β-unsaturated acyclic esters and ketones has been studied. High yields and complete stereoselectivity were observed in all reactions leading to tri- or tetrasubstituted methylenecyclopentanes. The anti-diastereoselectivity in the first, Michael addition step is rationalized by a chelation-controlled transition state in which MO interactions of the two π systems are involved. The Michael reactions of methallyl sulfone 8 with (E) enoates in the absence and presence of HMPA confirms the influence of chelation on the diastereomeric ratio of adducts. Cyclopentanations involving 1 with cyclohexenone, 2(5H)-furanone, and 5,6-dihydro-2-pyranone, respectively, were also studied with emphasis on the factors influencing the stereochemical outcome of the annulation process.