๐”– Bobbio Scriptorium
โœฆ   LIBER   โœฆ

Stereoselective allylation for preparation of L-hexose derivatives

โœ Scribed by D.R. Williams; Franz D. Klingler

Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
233 KB
Volume
28
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

โœฆ Synopsis

The reaction of allyltrimethylsilane with CC, pdialkoxyaldehydes is catalyzed by magnesium bromide, and provides for a highly stereoselective allylation which is predicted by a-chelation of the Lewis acid.

The observed stereocontrol is opposite to that generally obtained from a variety of common allylation reagents.

Ox recent synthetic investigations have required a versatile and convenient preparation of L-hexoses.

Furthermore, these efforts required appropriate protecting units for hydroxyl differentiation.

We wish to report a study of stereoselectivity in the allylation of the m @-dialkoxyaldehydes 1_ and 2, which affords access to a series of rare L-monosaccarides. 1

๐Ÿ“œ SIMILAR VOLUMES

A simple procedure for the preparation o
A simple procedure for the preparation of L-hexoses
โœ Frank M. Hauser; Ellenberger Suzanne R; William P. Ellenberger ๐Ÿ“‚ Article ๐Ÿ“… 1988 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 218 KB

A brief route for preparation of the L-hexenulose 4 from D-glucal 1 via furan intermediates 2 and 3 is described. We have developed a simple and conceptually novel route to C-hexoses. The procedure is notably brief and overcomes many of the limitations of other methods. Until recently, synthetic i

Stereoselective Syntheses of Alcohols, X
Stereoselective Syntheses of Alcohols, XXIV. Synthesis of 2,6-Dideoxy-L-hexoses
โœ Hoffmann, Reinhard W. ;Metternich, Rainer ;Lanz, Joachim W. ๐Ÿ“‚ Article ๐Ÿ“… 1987 ๐Ÿ› John Wiley and Sons ๐ŸŒ English โš– 756 KB

bcnzyllactaldzhydc Icd 10 various 3,4,5-trioxygenatcd 1-hcxenes or w c i h i m . xylo. riho. and Iyxo configuration. The cxtcnt of asymrnctric induction wnnunted to 82: 18 (urahinoJxylo) in the addition ciC 3 and tn 4O:M) ( r i / w / / y . w ) on addition of 6. The factors which tlc!crininc thc dirc