期刊
ORGANIC LETTERS
卷 11, 期 10, 页码 2057-2060出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol900324s
关键词
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资金
- NSERC-Canada, Merck Frosst Canada, NSERC CGSD (B.K.) PGSD (J.M.)
- Michael Smith Foundation for Health Research (B.K., J.M.), Merck, SHARCNET, and CFI
A remarkable example of inverse-temperature-dependent diastereoselectivity was uncovered while investigating the addition of Grignard reagents to a 3-hydroxytetrahydrofurfural. The free hydroxyl group in the tetrahydrofurfural was found to play a key role in these processes, a result corroborated through a series of DFT calculations that also highlighted an entropic preference for the formation of one diastereomer.
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