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A practical and stereoselective reduction of 3-keto-2-methyl esters or 3-keto-2-methyl amides into erythro-3-hydroxy-2-methyl esters or erythro-3-hydroxy-2-methyl amides with NaBH4 catalyzed by MnCl2

✍ Scribed by Hideaki Fujii; Koichiro Oshima; Kiitiro Utimoto

Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
243 KB
Volume
32
Category
Article
ISSN
0040-4039

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📜 SIMILAR VOLUMES

Diastereoselective synthesis of erythro-
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The ester enolate Claisen rearrangement of IE)-and IZ)-2-butenyl ## 2-hydroxyacetates gave erythro-and threo-2-hydroxy-3-methyl-4-pentenoic acids with high diastereoselectivity via silyl ketene acetals, respect<vely.

Preparation of 4-hydroxy-3-substituted,
Preparation of 4-hydroxy-3-substituted, 2H-1-benzopyran-2-ones and 2H-1-benzothiopyran-2-ones from carboxylic esters and methyl salicylates or methyl thiosalicylate
✍ Sharon E. Davis; A. Cameron Church; Rebecca C. Tummons; Charles F. Beam 📂 Article 📅 1997 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 305 KB

## Abstract C(α)‐Carboxylic acid esters were treated with excess lithium diisopropylamide, condensed with methyl salicylates or methyl thiosalicylate, followed by acid cyclization to either 4‐hydroxy‐3‐substituted, 2__H__‐1‐benzopyran‐2‐ones (coumarins), or 2__H__‐1‐benzothiopyran‐2‐ones (thiocouma