Journal
ORGANIC LETTERS
Volume 16, Issue 15, Pages 3872-3875Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol501424f
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Funding
- NSFC [21302032, 21373073]
- PCSIRT [IRT 1231]
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A facile N-heterocyclic carbene catalytic enantioselective aza-Diels-Alder reaction of oxodiazenes with alpha-chloroaldehydes as dienophile precursors is reported, with excellent enantioselectivity (ee > 99%) and excellent yield (up to 93%). DFT study showed that cis-TSa, formed from a top face approach of oxodiazene to cis-IIa, is the most favorable transition state and is consistent with the experimental observations.
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