Journal
ORGANIC LETTERS
Volume 20, Issue 4, Pages 1070-1073Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b04039
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Funding
- Thousand Youth Talents Plan
- National Natural Sciences Foundation of China [21672235]
- Chinese Academy of Sciences [XDB20000000]
- Shanghai Rising-Star Plan, CAS Key Laboratory of Synthetic Chemistry of Natural Substances [15QA1404600]
- Shanghai Institute of Organic Chemistry
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An asymmetric three-component reaction of Bis(pinacolato)diboron ((BPin)(2)), 1,3-enynes, and fluoroalkyl ketones was carried out by using a copper(I)-Ph-BPE complex as the catalyst, which afforded a series of chiral fluoroalkyl diols in good to high yield, good to high diastereoselectivity, and high enantioselectivity after an oxidative workup. The reaction exhibits advantages that include a broad substrate scope, high functional group compatibility, high stereoselectivity, and an easy reaction protocol. The synthetic utility of the reaction was showcased by several transformations.
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