Enantioselective epoxide ring opening catalyzed by bis(tetrahydroisoquinoline) N,N′-dioxides
✍ Scribed by Kadlčíková, Aneta; Vlašaná, Klára; Kotora, Martin
- Book ID
- 115466876
- Publisher
- UOCHB
- Year
- 2011
- Tongue
- English
- Weight
- 262 KB
- Volume
- 76
- Category
- Article
- ISSN
- 0010-0765
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📜 SIMILAR VOLUMES
## Abstract Asymmetric allylation of aromatic (I) and α,β‐unsaturated aldehydes (IV) with allyltrichlorosilane (II) proceeds smoothly in THF in the presence of (S~ax~)‐bis(tetrahydroisoquinoline N‐oxide) to give the products (III) and (V) in good yields and moderate to high enantioselectivity.
An enantioselective ring opening of meso-epoxides with tetrachlorosilane in the presence of diisopropylethylamine exploiting chiral bipyridine N,N%-dioxides as catalysts affords the corresponding chlorohydrins in high enantioselectivities of up to 90% ee.