Sequential directed ortho metalation reactions. A synthesis ofanthramycin.
β Scribed by J.N. Reed; V. Snieckus
- Book ID
- 104233976
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 198 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
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## Abstract Thirty years after its discovery by Gilman and Wittig, the Directed __ortho__ Metalation (D__o__M) reaction continues to march in synthetically useful paths. To offer evidence for this statement, this lecture review describes a new and general cumyl Directed Metalation Group (DMG) (Sche
## Abstract A new method for the preparation of benzoxazoleβ[phenylβ^13^C~6~] (**1**) starting from anilineβ[^13^C~6~] (**4**) has been developed involving directed __ortho__βmetalation (D__o__M) chemistry. The synthesis comprises four steps and an overall yield of 39% was obtained. Copyright Β© 200
lGuelph-Wfiterloo Ce.ntre for Gmduate Work in CbmislYy, Unkmity of Waterho, Watdoo, Ontario, CANADA N2L 3Gl Abctbw~k RegiwpwiBlc fldtion using N-fluorohwtxenesulftmimide @IFSi) aud Iv-fluom-0-Lmxemdbulfonimide @FOBS) magem via dimted ottllb memlation (Scheme 1) is rqorted and exception.s of PhS@ lra
Directed ortho-metalation (DoM) strategy has been applied for the development of a short procedure for the regiospecific synthesis of [phenyl-2 H 4 ]-2-bromo-benzylamine 6 starting from commercially available [phenyl-2 H 5 ]-benzoyl chloride 1. A strong isotope effect was observed during the ortho-s