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BEGIN:VEVENT

CATEGORIES:Natural Sciences
CATEGORIES:Lectures/Conferences
CATEGORIES:Utilities
CATEGORIES:Lecture/Talk
CATEGORIES:Research
CATEGORIES:Main
CONTACT;X-BEDEWORK-UID=8a028ad1-899cba17-0189-d5f761f7-0000488a:O'Neill\, 
 Lynn
CREATED:20250707T151243Z
DESCRIPTION:Conjugated dienes and enynes serve as important building block
 s for constructing molecules with high complexity\, yet achieving regio- 
 and stereocontrol in their difunctionalization remains a persistent chall
 enge. To address these problems\, we develop difunctionalization utilizin
 g a palladium catalyst\, enabling regioselective and enantioselective rea
 ctions. For 1\,3-dienes\, regioselectivity can be controlled by different
  catalytic systems\, and thermally disfavored 4\,1-selective alkenylamina
 tion for aryl dienes can be achieved by using indole-derived phosphoramid
 ite ligand\, while Xantphos ligand favors classic 4\,3-addition. This pro
 tocol demonstrated great functional group tolerance\, delivering allylic 
 amines with an extra alkene functionality for further functionalization. 
 For internal 1\,3-enynes\, the diastereoselectivity can be controlled by 
 the conformation of the enynes\, while the enantioselectivity is determin
 ed by the catalyst\, thus affording the trisubstituted allenes bearing ax
 ial and central chirality in one single step. Different functional groups
 \, including OTBS and NBoc groups\, can be tolerated with high efficiency
 . Both methods are compatible under one mmol scale\, demonstrating their 
 practicality in synthesis. Coordinating counteranion is detrimental to bo
 th reactions\, diminishing selectivity and the yield. Mechanistic studies
  reveal that the 4\,1-selectivity for the aryl dienes is likely accomplis
 hed via π-stacking-stabilized transition states\, whereas the enantiosele
 ctivity for the enyne difunctionalization is achieved by the substituent 
 on the enyne distinguishing the key intermediates. This work establishes 
 general methods for palladium-catalyzed difunctionalization over conjugat
 ed π systems\, realizing rapid access to pharmaceutically relevant comple
 x structures while providing mechanistic insight for future research.
DURATION:PT1H
DTSTAMP:20250707T151243Z
DTSTART;TZID=America/New_York:20250710T100000
LAST-MODIFIED:20250707T151243Z
LOCATION;X-BEDEWORK-UID=8a0870ee-57e1e0ef-0157-e8d18de9-00002993:French Fa
 mily Science Center 3225
STATUS:CONFIRMED
SUMMARY:Defense: Xiaoxiao Ma- The Development of Palladium-Catalyzed Regio
 - and Enantioselective Difunctionalizations of Conjugated Dienes and Enyn
 es
UID:CAL-8a00ec8b-979413b9-0197-e572504a-00003b6fdemobedework@mysite.edu
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END:VEVENT
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