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Enantioselective Addition of Phenylacetylene to Ketones Catalyzed by Chiral Amino Alcohols

✍ Scribed by Juan Ding; Zong-Xuan Shen; Xiao-Qing Luo; Wei-Yi Chen; Ya-Wen Zhang

Publisher
John Wiley and Sons
Year
2006
Tongue
English
Weight
69 KB
Volume
24
Category
Article
ISSN
0256-7660

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✦ Synopsis

Abstract

(S)‐(1‐Benzylpyrrolidin‐2‐yl)diphenylmethanol and cinchonine were evaluated as promotors in the asymmetric additions of phenylacetylene to ketones, in order to prepare chiral propargylic alcohols. Good yields (up to 89%) and moderate enantioselectivities (up to 77.9% ee) were achieved. Addition of Ti(OPr‐i)~4~ can significantly improve the enantioselectivity of the reaction.

πŸ“œ SIMILAR VOLUMES

Enantioselective Addition of Phenylacety
Enantioselective Addition of Phenylacetylene to Ketones Catalyzed by Titanium(IV) Complexes of N-Sulfonylated Ξ²-Amino Alcohols
✍ Shao-Hua Wang; Yong-Qiang Tu; Peng Chen πŸ“‚ Article πŸ“… 2006 πŸ› John Wiley and Sons 🌐 English βš– 53 KB πŸ‘ 2 views

## Abstract The easily prepared and recoverable chiral __N__‐sulfonylated __Ξ²__‐amino alcohol **2** in combination with Ti(OPr‐__i__)~4~was found to be an effective chiral catalyst for the enantioselective addition of alkynylzinc to ketones, which gave the useful products, __i.e.__ chiral tertiary