Application of stereoselective ether transfer to the synthesis of isotactic polyethers.
J Org Chem
; 75(12): 3953-7, 2010 Jun 18.
Article
em En
| MEDLINE
| ID: mdl-20481506
ABSTRACT
An efficient, convergent synthetic strategy has been developed which enables the synthesis of a series of naturally occurring isotactic polymethoxy compounds. Ether transfer followed by a hydride workup enables simultaneous, diastereoselective production of two methoxy centers in a single step. High yields and diastereoselectivity are observed even in stereochemically rich, polyoxygenated systems. Direct generation of bis-methyl ether moieties from methoxymethyl ethers minimizes the need for typical protective group strategies and the use of expensive methyl transfer reagents. Moreover, the simultaneous generation of a terminal primary iodide serves as a coupling partner for the generation of higher order congeners.
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Base de dados:
MEDLINE
Assunto principal:
Polímeros
/
Éteres
Idioma:
En
Ano de publicação:
2010
Tipo de documento:
Article