Solvent-Free Benzoin and Stetter Reactions with a Small Amount of NHC Catalyst in the Liquid or Semisolid State

Tadashi Ema; Yoshiko Nanjo; Sho Shiratori; Yuta Terao; Ryo Kimura

doi:10.1021/acs.orglett.6b03115

Solvent-Free Benzoin and Stetter Reactions with a Small Amount of NHC Catalyst in the Liquid or Semisolid State

Tadashi Ema, Yoshiko Nanjo, Sho Shiratori, Yuta Terao, Ryo Kimura

Research output: Contribution to journal › Article

18 Citations (Scopus)

Abstract

The intermolecular or intramolecular asymmetric benzoin reaction was catalyzed by a small amount of N-heterocyclic carbene (NHC) (0.2-1 mol %) under solvent-free conditions. The solvent-free intramolecular asymmetric Stetter reaction also proceeded efficiently with NHC (0.2-1 mol %). In some cases, even solid-to-solid or solid-to-liquid conversions took place with low catalyst loading (0.2-1 mol %).

Original language	English
Pages (from-to)	5764-5767
Number of pages	4
Journal	Organic Letters
Volume	18
Issue number	21
DOIs	https://doi.org/10.1021/acs.orglett.6b03115
Publication status	Published - Nov 4 2016
Externally published	Yes

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Benzoin

semisolids

carbenes

catalysts

Catalysts

Liquids

liquids

carbene

Keywords

Journal Article

Cite this

Ema, T., Nanjo, Y., Shiratori, S., Terao, Y., & Kimura, R. (2016). Solvent-Free Benzoin and Stetter Reactions with a Small Amount of NHC Catalyst in the Liquid or Semisolid State. Organic Letters, 18(21), 5764-5767. https://doi.org/10.1021/acs.orglett.6b03115

Solvent-Free Benzoin and Stetter Reactions with a Small Amount of NHC Catalyst in the Liquid or Semisolid State. / Ema, Tadashi; Nanjo, Yoshiko; Shiratori, Sho; Terao, Yuta; Kimura, Ryo.

In: Organic Letters, Vol. 18, No. 21, 04.11.2016, p. 5764-5767.

Research output: Contribution to journal › Article

Ema, T, Nanjo, Y, Shiratori, S, Terao, Y & Kimura, R 2016, 'Solvent-Free Benzoin and Stetter Reactions with a Small Amount of NHC Catalyst in the Liquid or Semisolid State', Organic Letters, vol. 18, no. 21, pp. 5764-5767. https://doi.org/10.1021/acs.orglett.6b03115

Ema T, Nanjo Y, Shiratori S, Terao Y, Kimura R. Solvent-Free Benzoin and Stetter Reactions with a Small Amount of NHC Catalyst in the Liquid or Semisolid State. Organic Letters. 2016 Nov 4;18(21):5764-5767. https://doi.org/10.1021/acs.orglett.6b03115

Ema, Tadashi ; Nanjo, Yoshiko ; Shiratori, Sho ; Terao, Yuta ; Kimura, Ryo. / Solvent-Free Benzoin and Stetter Reactions with a Small Amount of NHC Catalyst in the Liquid or Semisolid State. In: Organic Letters. 2016 ; Vol. 18, No. 21. pp. 5764-5767.

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10.1021/acs.orglett.6b03115