Remarkable endo selectivity on hydroxylation of bicyclic lactam enolates with MoOPD and MoOPH

Citation
O. Hara et al., Remarkable endo selectivity on hydroxylation of bicyclic lactam enolates with MoOPD and MoOPH, TETRAHEDR L, 40(44), 1999, pp. 7787-7790
Citations number
32
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
44
Year of publication
1999
Pages
7787 - 7790
Database
ISI
SICI code
0040-4039(19991029)40:44<7787:RESOHO>2.0.ZU;2-Y
Abstract
Remarkable endo selectivity was observed during the hydroxylation of the en olates derived from the bicyclic lactam 1a and its relatives with molybdenu m oxidizing reagents, MoOPD and MoOPH, showing that the molybdenum reagents approach the enolate from the sterically hindered concave face of the lact am in spite of their bulkiness. (C) 1999 Elsevier Science Ltd. All rights r eserved.