TY - JOUR
T1 - Tandem cyclization and aromatization of sulfur bridged diallenic systems
T2 - Potential enediyne models
AU - Braverman, Samuel
AU - Zafrani, Yossi
AU - Pechenik, Tatiana
PY - 1999
Y1 - 1999
N2 - The synthesis and base catalyzed rearrangement of bis-γ-phenylpropargyl sulfone, sulfoxide and sulfonium salts are described. In contrast to the first two compounds which undergo a fast acetylene to allene isomerization followed by a tandem cyclization and aromatization via a diradical mechanism, the latter compound undergoes a [2,3]-sigmatropic shift via the corresponding ylide intermediate.
AB - The synthesis and base catalyzed rearrangement of bis-γ-phenylpropargyl sulfone, sulfoxide and sulfonium salts are described. In contrast to the first two compounds which undergo a fast acetylene to allene isomerization followed by a tandem cyclization and aromatization via a diradical mechanism, the latter compound undergoes a [2,3]-sigmatropic shift via the corresponding ylide intermediate.
UR - http://www.scopus.com/inward/record.url?scp=0033234339&partnerID=8YFLogxK
U2 - 10.1080/10426509908546472
DO - 10.1080/10426509908546472
M3 - ???researchoutput.researchoutputtypes.contributiontojournal.article???
AN - SCOPUS:0033234339
SN - 1042-6507
VL - 153-154
SP - 363
EP - 364
JO - Phosphorus, Sulfur and Silicon and the Related Elements
JF - Phosphorus, Sulfur and Silicon and the Related Elements
ER -