An efficient procedure for the regioselective monoprotection of 1,2-diols
Barton, Derek H. R.; Zhu, Jieping
1992

Abstract

Regioselective nucleophilic ring opening of isopropylidene ketals of simple diols or sugars, e.g. I (R = Ac, CH2Ph), by AlMe3 gave the corresponding II (R = H, CH2PH). This reagent offers a new method for selective monoprotection of 1,2-diols. [on SciFinder (R)]

Details

Title An efficient procedure for the regioselective monoprotection of 1,2-diols
Author(s) Barton, Derek H. R. ; Zhu, Jieping
Published in Tetrahedron
Volume 48
Issue 39
Pages 8337-46
Date 1992
Keywords
Note CAN 118:22502 33-6 Carbohydrates Dep. Chem.,Texas A M Univ.,College Station,TX,USA. Journal 0040-4020 written in English. 145125-28-6P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and Swern oxidn. of); 73488-53-6P; 145125-29-7P; 145125-32-2P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and acetylation of); 75567-13-4P; 78499-44-2P; 87996-21-2P; 145125-19-5P; 145125-20-8P; 145125-21-9P; 145125-22-0P; 145125-23-1P; 145125-24-2P; 145125-25-3P; 145125-26-4P; 145125-27-5P; 145125-30-0P; 145125-31-1P; 145125-33-3P; 145125-34-4P; 145135-90-6P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 3253-75-6; 16713-80-7; 18685-18-2; 20706-71-2; 76880-55-2; 111476-62-1 Role: RCT (Reactant), RACT (Reactant or reagent) (regioselective isopropylidene cleavage of, by trimethylaluminum); 582-52-5 Role: RCT (Reactant), RACT (Reactant or reagent) (regioselective ring cleavage of, by trimethylaluminum); 52129-03-0; 93339-59-4; 145125-18-4 Role: RCT (Reactant), RACT (Reactant or reagent) (ring cleavage of, by trimethylaluminum)
DOI https://doi.org/10.1016/S0040-4020(01)86582-0
Laboratories LSPN
Record Appears in Scientific production and competences > SB - School of Basic Sciences > ISIC - Institute of Chemical Sciences and Engineering > LSPN - Laboratory of synthesis and natural products
Peer-reviewed publications
Work outside EPFL
Journal Articles
Published
Record creation date 2010-11-25