Asymmetric Epoxidation of Aldehydes Catalyzed by New C2-Symmetrical Chiral Sulfide
β Scribed by Ishizaki, Miyuki; Hoshino, Osamu
- Book ID
- 111973721
- Publisher
- Japan Institute of Heterocyclic Chemistry
- Year
- 2002
- Tongue
- English
- Weight
- 64 KB
- Volume
- 57
- Category
- Article
- ISSN
- 0385-5414
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π SIMILAR VOLUMES
## Abstract Novel C~2~βsymmetrical chiral sulfides were synthesized from (__R,R__)βtartaric acid and their utility in the asymmetric epoxidation of aldehydes with benzyl bromide was examined. Among the sulfides used, silyl etherβtype sulfides were found to be superior to diolβ and benzyl etherβtype
## Abstract Reactions of aromatic aldehydes with benzyl bromide or iodide in the presence of a catalytic amount (10 mol%) of a C~2~ symmetric sulfide having a binaphthyl skeleton afford the corresponding transβstilbene oxides in moderate to good yields with moderate enantioselectivities (up to 55%