14499-37-7

Upstream product

• 107-19-7 propargyl alcohol 
• 2043-61-0 cyclohexanecarbaldehyde 
• 110-65-6 1,4-dihydroxybut-2-yne 
• 6089-04-9 3-(tetrahydropyran-2'-yloxy)propyne 

Downstream Products

• 192136-84-8 C₂₆H₃₀N₂O₈S₂ 
• 790300-42-4 tert-butyl (E)-4-cyclohexyl-4-hydroxybut-2-enyl carbonate 
• 96227-90-6 (Z)-1-Cyclohexyl-but-2-ene-1,4-diol 

Relevant academic research and scientific papers

Stereoselective synthesis of substituted dienes by the double ortho ester Claisen rearrangement

This letter shows the highly stereoselective synthesis of substituted (E)-1,3-dienes from substituted propargylic diols via the double ortho ester Claisen rearrangement. The cyclohexyl-substituted diene undergoes thermal Diels-Alder cycloaddition with maleic anhydride to produce the corresponding bicyclic diester in highly stereoselective manner.

Regio- and diastereoselective copper(I)-catalyzed allylic substitution of δ-hydroxy allylic chlorides by a silicon nucleophile

A perfectly γ-selective copper(I)-catalyzed allylic substitution of protected δ-hydroxy allylic chlorides with a silicon nucleophile generated by Si-B bond activation provides diastereoselective access to β-hydroxy α-chiral allylic silanes with an anti re

A diastereoselective intermodular heck reaction of 1,3-dioxepins

A highly diastereoselective intermolecular Heck reaction of 1,3-dioxepins is reported. Substitution at both the 2- and 4-positions of the dioxepin directs the Pd coordination and subsequent olefin insertion to provide the trans-disubstituted adduct in goo

An efficient, stereoselective approach to syn-1,2-diols protected as cyclic carbonates

Enantioenriched 4-hydroxyalk-2-ynyl carbonates (or benzoates) have been prepared by stereoselective zinc-mediated addition of alkyl 2-propynyl carbonates (or their benzoate analogues) to aldehydes. Their partial reduction to Z-olefins followed by cyclizat

Preparation, structure, and unique thermal [2 + 2], [4 + 2], and [3 + 2] cycloaddition reactions of 4-vinylideneoxazolidin-2-one

The terminal allene Cα=Cβ bonds of 4-vinylidene-2-oxazolidinone (2) readily undergo [2 + 2] cycloaddition with a wide variety of terminal alkynes, alkenes, and 1,3-dienes irrespective of their electronic nature under strictly thermal activation conditions (70-100°C) and provide 3-substituted (Z)-methylenecyclobutenes 6, 3-substituted methylenecyclobutanes 7 and 8, and 3-vinylmethylenecyclobutanes 9, respectively, in good to excellent yields. Alkenes react with 2 with complete retention of configuration. The [2 + 2] cycloaddition is concluded to proceed via a concerted [(π2s + π2s)allene + π2s] Hueckel transition state on the basis of experimental evidences and quantum mechanical methods. Some highly polarized enones and nitrile oxide, on the other hand, react with 2 selectively at the internal C4=Cα double bonds and give spiro compounds 10 and 11, respectively. The bent allene bonds (173-176°) and the unique reactivity associated with 2 are attributed to a low-lying LUMO (Cα=Cβ) that is substantiated by a through-space σ*(N-SO2)-π*(Cα= Cβ) orbital interaction.