Grignard reagent/borohydride combinations alkylation/reduction of esters

Authors
Hallouis, S Saluzzo, C Amouroux, R
Citation
S. Hallouis et al., Grignard reagent/borohydride combinations alkylation/reduction of esters, SYN COMMUN, 30(2), 2000, pp. 313-324
Citations number
13
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
30
Issue
2
Year of publication
2000
Pages
313 - 324
Database
ISI
SICI code
0039-7911(2000)30:2<313:GRCAOE>2.0.ZU;2-X
Abstract
The one step transformation of esters into secondary alcohols (70-80% yield s) has been performed with a Grignard reagent in the presence of calcium or zinc borohydride. Under the same conditions, vinylic Grignard reagents gav e gamma,delta-unsaturated alcohols in good yields through three successive reactions : addition to the eater carbonyl, then conjugate addition and, fi nally reduction).