157381-04-9Relevant academic research and scientific papers
Diastereoselective desulfurization of 5,6-dihydro-1,4-dithiins. Synthesis of muscalure from Musca domestica L.
Caputo, Romualdo,Palumbo, Giovanni,Pedatella, Silvana
, p. 7265 - 7268 (1994)
A procedure is reported for the chemo- and stereo-selective sulfur removal from 5,6-dihydro-1,4-dithiins which completes the pathway to synthesize cis configurated olefins from carbonyl compounds. A four step synthesis of (Z)- 9-tricosene (muscalure) with the dithiin moiety serving as the penultimate olefin precursor is also reported as an example of the proposed synthetic strategy.
Chemistry of ethanediyl S,S-acetals 7 a stereoselective synthesis of allylic alcohols with cis-configurated double bond
Caputo,Ferreri,Longobardo,Mastroianni,Palumbo,Pedatella
, p. 1223 - 1229 (1994)
A new high yielding coupling reaction of C-2 monosubstituted 5,6-dihydro- 1,4-dithiins with aldehydes is reported. In this way allylic alcohols having the cis-substituted double bond tied up by a sulfur-containing ring can be readily prepared. Subsequent
THE REACTION OF α,β-EPOXYSILANES WITH METALLATED ALKYLARYL SULPHONES. A NOVEL APPROACH TO ALLYLIC ALCOHOLS
Masnyk, Marek,Wicha, Jerzy
, p. 2497 - 2500 (2007/10/02)
Lithiated alkylaryl sulphones (2a-c) react with α,β-epoxysilane (1) to yield O-trimethylsilyl allylic alcohols (3a-c), predominantly as Z isomers.The BF3-assisted reaction followed by treatment of the adduct with nBu4NF affords allylic alcohols.
