Talk:Eschenmoser sulfide contraction

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Episulfide + PR3[edit]

Possibly the episulfide rxn may be misrepresented. PR3 is almost always a nucleophile and its attack at anionic S seems awkward. But I see that the reaction is depicted this way in Org Syn., so I revised my comment.--Smokefoot (talk) 04:01, 11 August 2010 (UTC)[reply]

  • Hi Smokefoot, thanks for your comment. Like you I am also puzzled by the mechanism and that is exactly why I stayed very close to the orgsynth pic. I am starting a full investigation and will report back asap. V8rik (talk) 22:05, 11 August 2010 (UTC)[reply]
  • I have turned the library upside down but no luck , ref 5 in the current article has the phosphine attacking the episulfide V8rik (talk) 21:56, 3 September 2010 (UTC)[reply]