Reaction of 2,3-dihydro-1H-1,3,2-diazaboroles and diphenylketene: A novel synthesis of 1,3,2-oxazaborolidines

Authors
Weber, L Schnieder, M Maciel, TC Wartig, HB Schimmel, M Boese, R Blaser, D
Citation
L. Weber et al., Reaction of 2,3-dihydro-1H-1,3,2-diazaboroles and diphenylketene: A novel synthesis of 1,3,2-oxazaborolidines, ORGANOMETAL, 19(26), 2000, pp. 5791-5794
Citations number
40
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANOMETALLICS
ISSN journal
02767333 → ACNP
Volume
19
Issue
26
Year of publication
2000
Pages
5791 - 5794
Database
ISI
SICI code
0276-7333(200012)19:26<5791:RO2ADA>2.0.ZU;2-R
Abstract
Reaction of equimolar amounts of diphenylketene with a series of 1,3-di-ter t-butyl-2,3-dihydro-1H-1,3,2-diazaboroles tBuNCH=CH-N(tBu)BX [X = Br (1a), F (1b), NH2 (1c), NMe2 (1d); Me (1e), SnMe3 (1f) CH=C(SnMe3)C6H4-4-Cl (1g)] regioselectively afforded good yields of the 1,3,2-oxazabhrolidines tBuN-C H-(CH=NtBu)C(=CPhz)OBX (2a-g). The X-ray structure analysis:of 2d revealed an essentially planar five-membered heterocycle with a long B-O bond and a strong exocyclic BN-pi bond.