Abstract
Two novel methods for transforming of propargylic dithioacetals into the corresponding enediynes are described. The first method involves the initial reaction of a propargylic dithioacetal with n Bu2CuLi followed by transmetalation with ZnBr2, to generate an allenylzinc intermediate. Subsequent introduction of MeI and a catalytic quantity of Pd(PPh3)4 leads to the formation of the dimeric enediyne in moderate yield. In addition, 2,5-dithia-nonane is isolated in 73% yield, arising from the transformation of the sulfur moiety from propargylic dithioacetals. Alternatively, the second method employs two equivalents of Cp2Ti[P(OEt)3]2 to react with propargylic dithioacetals, yielding enediynes satisfactorily. The reaction can proceed either inter- or intramolecularly.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callMore From: Phosphorus, Sulfur, and Silicon and the Related Elements
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
