Metallierung und Abwandlung funktionell substituierter Alkene

1,4-Dienes, vinyl ethers, allyl ethers, allyl thio ethers, and propenethiolates were metalated by BuLi in the presence of an activator such as KOCMe3. Since the solvent, the counter-ion, or the temp. may be varied before subsequent treatment with an electrophile, the crit. ratio of direct vs. vinylogous attack (substitution at the a- or g-position, resp.) can be adjusted within large limits. Stereoselectivity was also achieved. [on SciFinder (R)]


Published in:
Helvetica Chimica Acta, 57, 7, 2261-75
Year:
1974
Keywords:
Note:
CAN 82:86304
29-2
Organometallic and Organometalloidal Compounds
Inst. Chim. Org.,Uni. Lausanne,Lausanne,Switz.
Journal
0018-019X
written in German.
75-26-3 Role: RCT (Reactant), RACT (Reactant or reagent) (dehydrobromination of); 115-07-1 Role: RCT (Reactant), RACT (Reactant or reagent) (lithiation of); 556-82-1; 591-93-5; 763-32-6; 870-23-5; 1746-13-0; 4696-23-5; 5296-64-0; 10276-04-7 Role: RCT (Reactant), RACT (Reactant or reagent) (metalation of); 109-72-8 Role: RCT (Reactant), RACT (Reactant or reagent) (metalation of functionally substituted alkenes by); 111-27-3P; 701-75-7P; 821-09-0P; 1708-98-1P; 4393-06-0P; 19159-58-1P; 21106-25-2P; 21106-26-3P; 21213-20-7P; 22509-78-0P; 26456-64-4P; 30804-75-2P; 33746-78-0P; 53847-74-8P; 55048-74-3P; 55048-75-4P; 55048-76-5P; 55048-77-6P; 55048-78-7P; 55048-79-8P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of)
Laboratories:




 Record created 2006-03-03, last modified 2018-01-27


Rate this document:

Rate this document:
1
2
3
 
(Not yet reviewed)