A Highly Efficient Asymmetric Synthesis of Optically Active α,γ-Substituted γ-Butyrolactones Using a Chiral Auxiliary Derived from Isosorbide
- 1 July 2000
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 2 (15) , 2229-2232
- https://doi.org/10.1021/ol005978f
Abstract
Using an easily accessible and inexpensive chiral auxiliary derived from isosorbide, optically active α,γ-substituted γ-butyrolactones were obtained in high enantiomeric purity (up to >99% ee for trans) by the SmI2-induced reductive coupling of chiral methacrylate 7 with ketones in the presence of (−)-sultam as a proton source.Keywords
This publication has 2 references indexed in Scilit:
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- A Facile Synthesis of Chiral γ-Butyrolactones in Extremely High Enantioselectivity Mediated by Samarium(II) IodideJournal of the American Chemical Society, 1997