Details
| Original language | English |
|---|---|
| Pages (from-to) | 195-197 |
| Number of pages | 3 |
| Journal | Synlett |
| Issue number | 2 |
| Publication status | Published - Feb 1998 |
| Externally published | Yes |
Abstract
A new and mild method for the bromoacetoxylation of olefins is presented, which is initiated by iodine(III). α-Acetoxy bromides 6-11 are generated from olefins 5 in the presence of tetraethylammonium bromide (1) and (diacetoxyiodo)benzene (2). The 1,2-addition to carbohydrate-derived enol ethers results in 2-deoxy-2-bromo-pyranosyl acetates which are versatile glycosyl donors for the synthesis of 2′-deoxy-2′-bromo glycosides 16.
ASJC Scopus subject areas
- Chemistry(all)
- Organic Chemistry
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In: Synlett, No. 2, 02.1998, p. 195-197.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Iodine(III)-initiated bromoacetoxylation of olefins
AU - Hashem, Md Abul
AU - Jung, Alexander
AU - Ries, Monika
AU - Kirschning, Andreas
PY - 1998/2
Y1 - 1998/2
N2 - A new and mild method for the bromoacetoxylation of olefins is presented, which is initiated by iodine(III). α-Acetoxy bromides 6-11 are generated from olefins 5 in the presence of tetraethylammonium bromide (1) and (diacetoxyiodo)benzene (2). The 1,2-addition to carbohydrate-derived enol ethers results in 2-deoxy-2-bromo-pyranosyl acetates which are versatile glycosyl donors for the synthesis of 2′-deoxy-2′-bromo glycosides 16.
AB - A new and mild method for the bromoacetoxylation of olefins is presented, which is initiated by iodine(III). α-Acetoxy bromides 6-11 are generated from olefins 5 in the presence of tetraethylammonium bromide (1) and (diacetoxyiodo)benzene (2). The 1,2-addition to carbohydrate-derived enol ethers results in 2-deoxy-2-bromo-pyranosyl acetates which are versatile glycosyl donors for the synthesis of 2′-deoxy-2′-bromo glycosides 16.
UR - http://www.scopus.com/inward/record.url?scp=26844537398&partnerID=8YFLogxK
U2 - 10.1055/s-1998-1596
DO - 10.1055/s-1998-1596
M3 - Article
AN - SCOPUS:26844537398
SP - 195
EP - 197
JO - Synlett
JF - Synlett
SN - 0936-5214
IS - 2
ER -