Journal
AUSTRALIAN JOURNAL OF CHEMISTRY
Volume 68, Issue 11, Pages 1672-1681Publisher
CSIRO PUBLISHING
DOI: 10.1071/CH15266
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Funding
- National Science Foundation [NSF CHE-1362959]
- National Institutes of Health [NIH GM093930]
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R15GM093930] Funding Source: NIH RePORTER
- Direct For Mathematical & Physical Scien [1362959] Funding Source: National Science Foundation
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Rapid growth of complexity and unprecedented molecular architectures is realised via the excited state intramolecular proton transfer (ESIPT) in o-acylamidobenzaldehydes and ketones followed by [4+2] or [4+4] cycloadditions with subsequent post-photochemical modifications. The approach is congruent with diversity-oriented synthesis, whereby photoprecursors are synthesised in a modular fashion allowing for up to four diversity inputs. The complexity of the primary photoproducts is further enhanced using straightforward and high-yielding post-photochemical modification steps such as reactions with nitrile oxides and nitrones, and Povarov and oxa-Diels-Alder reactions.
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