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Enantioselective tandem formation and [2,3]-sigmatropic rearrangement of cyclic propargylic oxonium ylides catalyzed by dirhodium(II) tetrakis[N-phthaloyl-(S)-tert-leucinate]

✍ Scribed by Hideyuki Tsutsui; Maya Matsuura; Kazuishi Makino; Seiichi Nakamura; Makoto Nakajima; Shinji Kitagaki; Shunichi Hashimoto

Book ID
119922648
Publisher
Laser Pages Publishing Ltd.
Year
2001
Tongue
English
Weight
279 KB
Volume
41
Category
Article
ISSN
0021-2148

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πŸ“œ SIMILAR VOLUMES

Enantioselective [2,3]-sigmatropic and [
Enantioselective [2,3]-sigmatropic and [1,2]-Stevens rearrangements via intramolecular formation of allylic oxonium ylides catalyzed by chiral dirhodium(II) carboxylates
✍ Shinji Kitagaki; Yoshimasa Yanamoto; Hideyuki Tsutsui; Masahiro Anada; Makoto Na πŸ“‚ Article πŸ“… 2001 πŸ› Elsevier Science 🌐 French βš– 79 KB

Tandem intramolecular generation and rearrangement of allylic oxonium ylides from a-diazo b-keto esters has been effected with the aid of dirhodium(II) tetrakis[N-phthaloyl-(S)-tert-leucinate] in toluene, providing benzofuran-3-ones via [2,3]-sigmatropic rearrangement in up to 76% ee. In systems wit

Corrigendum to β€œEnantioselective [2,3]-s
Corrigendum to β€œEnantioselective [2,3]-sigmatropic and [1,2]-Stevens rearrangements via intramolecular formation of allylic oxonium ylides catalyzed by chiral dirhodium(II) carboxylates”: [Tetrahedron Letters 42 (2001) 6361]
✍ Shinji Kitagaki; Yoshimasa Yanamoto; Hideyuki Tsutsui; Masahiro Anada; Makoto Na πŸ“‚ Article πŸ“… 2001 πŸ› Elsevier Science 🌐 French βš– 27 KB

In this paper, the authors describe the tandem oxonium ylide formation and [2,3]-sigmatropic rearrangement from 1b using Rh 2 (R-DDBNP) 4 (up to 62% ee).