Journal
TETRAHEDRON
Volume 74, Issue 24, Pages 3074-3080Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2018.05.014
Keywords
Fluoroalkyl; Reformatsky reaction; N-tert-butanesulfinyl ketimines; beta-amino esters
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Funding
- National Natural Science Foundation of China [21102093]
- Science and Technology Commission of Shanghai Municipality [15DZ1942203, 15120503700]
- Innovation Program of Shanghai Municipal Education Commission [14YZ144]
- Chemical Engineering and Technology (Perfume and Aroma Technology) of Shanghai Plateau Discipline
- Shanghai Institute of Technology [XTCX2016-5]
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Highly regio- and diastereoselective Reformatsky reaction of stable, chiral fluoroalkyl alpha,beta-unsaturated N-tert-butanesulfinyl ketimines was developed, which provided an efficient method for the asymmetric synthesis of structurally diverse beta-tetrasubstituted beta-fluoroalkyl beta-vinyl beta-amino esters in good yields and with excellent diastereoselectivities (dr up to 96:4). (C) 2018 Elsevier Ltd. All rights reserved.
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