Abstract
The first (5+1) annulation of allenoates and pyrazolones catalyzed by CH3OK has been reported. A series of spiro-pyrazolone derivatives were obtained as single diastereomers in high yields (≤95%) under mild conditions. The synthetic utility was demonstrated by a scale-up reaction and various transformations of the products. The proposed mechanism suggests that the allenoate works as a 1,5-biselectrophilic 5C synthon for the first time and controlled experiments disclose that K+ plays an important role in the diastereoselectivity-determining step through an eight-membered ring transition state. Also, this 1,5-biselectrophilic allenoate will be able to act as a 5C synthon for (5+n) annulation.
Sign-in/Register to access full text options 
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 callDisclaimer: 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.
