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  4. An efficient procedure for the regioselective monoprotection of 1,2-diols
 
research article

An efficient procedure for the regioselective monoprotection of 1,2-diols

Barton, Derek H. R.
•
Zhu, Jieping  
1992
Tetrahedron

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
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Type
research article
DOI
10.1016/S0040-4020(01)86582-0
Author(s)
Barton, Derek H. R.
Zhu, Jieping  
Date Issued

1992

Published in
Tetrahedron
Volume

48

Issue

39

Start page

8337

End page

46

Subjects

Regiochemistry (of ring cleavage of isopropylidene ketals)

•

Ring cleavage (regioselective of isopropylidene ketals with trimethylaluminum)

•

regioselective nucleophilic ring cleavage isopropylidene ketal

•

alditol isopropylidene ketal regioselective ring cleavage

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)

Editorial or Peer reviewed

REVIEWED

Written at

OTHER

EPFL units
LSPN  
Available on Infoscience
November 25, 2010
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/58580
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