70979-88-3Relevant articles and documents
Tellurium in organic synthesis: an approach to the synthesis of (Z,E)-dienic precursors of insect pheromones
Diego, Dennis G.,Cunha, Rodrigo L.O.R.,Comasseto, Jo?o V.
, p. 7147 - 7148 (2007/10/03)
A simple and straightforward route to (Z,E)-dienic precursors of insect pheromones was developed. The route features a cross-coupling of a (Z,E)-dienic telluride with an alkyl Lipshutz cuprate.
The preparation and electrocyclic ring-opening of cyclobutenes: Stereocontrolled approaches to substituted conjugated dienes and trienes
Binns, Falmai,Hayes, Roy,Hodgetts, Kevin J.,Saengchantara, Suthiweth T.,Wallace, Timothy W.,Wallis, Christopher J.
, p. 3631 - 3658 (2007/10/03)
Thermal electrocyclic ring-opening of 4-alkyl-2-cyclobutene-1-carbaldehydes occurs at low temperature to give (2Z,4E)-alkadienals exclusively, and the process is exploited in transforming cis-3-cyclobutene-1,2-dimethanol 1 into a variety of naturally occurring 1,3,5-alkatrienes and 2,4-decadienoates. Desymmetrisation of 1 with Pseudomonas fluorescens lipase gives access to both enantiomers of 3-oxabicyclo[3.2.0]hept-6-en-2-one 4, for use in stereocontrolled routes to 6-oxygenated (2Z,4E)-alkadienals.
Use of cis-3-cyclobutene-1,2-dimethanol in stereoselective routes to some naturally occurring conjugated dienes and trienes
Hodgetts, Kevin J.,Saengchantara, Suthiweth T.,Wallis, Christopher J.,Wallace, Timothy W.
, p. 6321 - 6324 (2007/10/02)
Thermal electronic ring-opening of 4-alkyl-2-cyclobutene-1-carbaldehydes occurs at low temperature to give (2Z,4E)-alka-2,4-dienals exclusively, and this process is exploited en route to various isomeric naturally occurring 1,3,5-alkatrienes and 2,4-decadienoates from a single precursor, cis-3-cyclobutene-1,2-dimethanol 4.