The Journal of organic chemistry

One-Pot Synthesis of Trichloromethyl Carbinols from Primary Alcohols

MK Gupta, Z Li, TS Snowden

Index: Gupta, Manoj K.; Li, Zhexi; Snowden, Timothy S. Journal of Organic Chemistry, 2012 , vol. 77, # 10 p. 4854 - 4860

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Citation Number: 14

Abstract

Versatile trichloromethyl carbinols can be prepared in one pot from primary alcohols by treatment with Dess–Martin periodinane (DMP) in CHCl3 followed by introduction of commercially available 1, 5, 7-triazabicyclo [4.4. 0] dec-5-ene (TBD). A modification of the method was used to convert chiral primary alcohol (R)-(−)-2, 2-dimethyl-1, 3-dioxolane-4- methanol to the corresponding trichloromethyl carbinol with complete stereochemical ...

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