Alkynylborinates in organoborane conversions

10-Methoxy-9-oxa-10-bora[3.3.2]decane ( 1), easily prepared from the oxidation of B-MeO-9-BBN with trimethylamine N-oxide (TMANO), is readily converted to alkynylborinate complexes ( 2) with its reaction with representative lithium acetylides. These complexes serve as efficient alkynylating agents i...

Full description

Saved in:
Bibliographic Details
Published inTetrahedron letters Vol. 36; no. 38; pp. 6847 - 6850
Main Authors Soderquist, John A., Rane, Anil M., Matos, Karl, Ramos, Jorge
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 18.09.1995
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
HALIDES
HYDROBORATION
ALKYNES
CIS-ALKENYLBORANES
DERIVATIVES
Online AccessGet full text

Cover

More Information
Summary:10-Methoxy-9-oxa-10-bora[3.3.2]decane ( 1), easily prepared from the oxidation of B-MeO-9-BBN with trimethylamine N-oxide (TMANO), is readily converted to alkynylborinate complexes ( 2) with its reaction with representative lithium acetylides. These complexes serve as efficient alkynylating agents in the Suzuki-Miyaura coupling and their demethoxylation furnishes stable alkynylboranes (3) which also provide a convenient new entry to cis-vinylboranes ( 5).
ISSN:0040-4039
1873-3581
DOI:10.1016/0040-4039(95)01444-M