Enantioselective Allylation of tert-Butyldimethylsilyl-Protected Vanillin and Synthesis of a Lignan Derivative Isolated from Machilus wangchiana

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F14%3A10284427" target="_blank" >RIV/00216208:11310/14:10284427 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1002/ejoc.201403094" target="_blank" >http://dx.doi.org/10.1002/ejoc.201403094</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/ejoc.201403094" target="_blank" >10.1002/ejoc.201403094</a>

Result language
angličtina
Original language name
Enantioselective Allylation of tert-Butyldimethylsilyl-Protected Vanillin and Synthesis of a Lignan Derivative Isolated from Machilus wangchiana
Original language description
Various enantioselective allylations and crotylations of tert-butyldimethylsilyl-protected vanillin were undertaken to assess the best methodology to provide the corresponding homoallylic alcohols in high yields with high enantiopurity. In general, mostof the tested allylations proceeded with high enantioselectivities (>92%ee) and in the case of crotylation also with excellent diastereoselectivity (96%ee, >98%de). The product obtained from the crotylation reaction was used in the enantioselective synthesis of the unnatural diastereoisomer of a recently isolated lignan derivative.
Czech name
—
Czech description
—

Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
—

Project
<a href="/en/project/GAP207%2F11%2F0587" target="_blank" >GAP207/11/0587: Development and Application of Catalysts Based on Chiral Bipyridine Scaffold</a><br>
Continuities
Z - Vyzkumny zamer (s odkazem do CEZ)<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2014
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Similar results(10)