TY - JOUR
T1 - Enantiocontrolled Azetidine Library Synthesis via Strain-Release Functionalization of 1-Azabicyclobutanes
AU - Bielecki, Michael
AU - Nassir, Molhm
AU - Sharma, Hayden A.
AU - Truax, Nathanyal J.
AU - Raheja, Nicholas
AU - Thompson, Ty M.
AU - El-Hayek Ewing, Tamara
AU - Melillo, Bruno
AU - Cravatt, Benjamin F.
AU - Baran, Phil S.
N1 - Publisher Copyright:
© 2025 American Chemical Society.
PY - 2025/6/25
Y1 - 2025/6/25
N2 - A simple, modular, and programmable approach to access complex stereopure azetidines through strain-release functionalization is disclosed. The synthetic methods developed enable the parallel synthesis of stereodefined azetidines that would be otherwise laborious to produce. Given the privileged nature of these structures, a set of stereoprobes for use in activity-based protein profiling was prepared and evaluated, revealing proteins in human cancer cells, which were liganded with clear stereo- and chemo-selectivity.
AB - A simple, modular, and programmable approach to access complex stereopure azetidines through strain-release functionalization is disclosed. The synthetic methods developed enable the parallel synthesis of stereodefined azetidines that would be otherwise laborious to produce. Given the privileged nature of these structures, a set of stereoprobes for use in activity-based protein profiling was prepared and evaluated, revealing proteins in human cancer cells, which were liganded with clear stereo- and chemo-selectivity.
UR - http://www.scopus.com/inward/record.url?scp=105007880644&partnerID=8YFLogxK
U2 - 10.1021/jacs.5c07227
DO - 10.1021/jacs.5c07227
M3 - ???researchoutput.researchoutputtypes.contributiontojournal.article???
C2 - 40501015
AN - SCOPUS:105007880644
SN - 0002-7863
VL - 147
SP - 22209
EP - 22218
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 25
ER -
