ISHC2015 has ended

For Campus Prearrival Information <click here>
For a PDF of the 2015 Program Materials <click here>
For ALL Abstracts [1-220] in sequential order <click here>
For ALL Authors of the Lecture and Poster Presentations <click here>

Back To Schedule
Tuesday, August 25 • 3:40pm - 4:00pm
[0080] Asymmetric Conjugate Addition of Alkylzirconocenes to Cyclopentene-3,5-dione Monoacetals

Sign up or log in to save this to your schedule, view media, leave feedback and see who's attending!

Limited Capacity seats available

Many methodologies have been developed in recent years but fail to address the challenges of cyclopentenones.2 Our group demonstrated that the conjugate addition of alkylzirconocenes to cyclohexenone derivatives is advantageous (Scheme 1a).3 However, when applying the methodology conditions to cyclopentenones, the yield was poor (23%) and the ee dropped (to 75%). Feringa et al. reported4 the derivatisation of cyclopentene-3,5-dione monoacetal 1 with diakylzinc reagents (Scheme 1b) in moderate yield (40%) and high ee (90%). The yield was significantly improved (to 69%) when trapping an aldehyde.

ST Lecturers
avatar for Emeline Rideau

Emeline Rideau

Graduate Student, University of Oxford

Tuesday August 25, 2015 3:40pm - 4:00pm PDT
Girvetz 2116