We found a match
Your institution may have rights to this item. Sign in to continue.
- Title
Allylsilane Reagent‐Controlled Divergent Asymmetric Catalytic Reactions of 2‐Naphthoquinone‐1‐methide.
- Authors
Lin, Xiangfeng; Liu, Yan; Li, Can
- Abstract
Herein, the first allylsilane reagent‐controlled divergent asymmetric Hosomi–Sakurai conjugate allylation and hetero‐Diels–Alder (HDA) with 2‐naphthoquinone‐1‐methide (2‐Nap‐Q‐1‐M) under the catalysis of ScIII/Feng ligand complex is reported. With these methods, a variety of uniquely substituted chiral allyl‐functionalized diaryl compounds and naphthopyran products were obtained in a straightforward and highly stereoselective (up to 96.5:3.5 e.r.) manner under mild conditions. Moreover, it is demonstrated that 2‐Nap‐Q‐1‐M can serve as an efficient diene for a side asymmetric Diels–Alder (D‐A) reaction. This principle can provide a straightforward access to hydrophenalene in an optically active form, which represents a structural core of various natural products and bioactive molecules.
- Subjects
ALLYLATION; NATURAL products; DIELS-Alder reaction; CATALYSIS; DIARYL compounds
- Publication
Chemistry - A European Journal, 2020, Vol 26, Issue 62, p14173
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202002814