Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 6, Pages 3652-3655Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b03223
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Funding
- NIH-NIGMS [R01 GM123299]
- Foote Family
- NSF [CHE-1048804]
- NIH NCRR [S10RR025631]
- University of California, Los Angeles
- Trueblood Family
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Silyl triflate precursors to cyclic alkynes and allenes serve as valuable synthetic building blocks. We report a concise and scalable synthetic approach to prepare the silyl triflate precursors to cyclohexyne and 1,2-cyclohexadiene. The strategy involves a retro-Brook rearrangement of an easily accessible cyclohexanone derivative, followed by triflation protocols. This simple, yet controlled, method should enable the further study of strained alkynes and allenes in chemical synthesis.
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