PINACOL-TYPE REARRANGEMENTS OF INTRAMOLECULAR PHOTOCYCLOADDUCTS - APPLICATION OF THE 2,2-DIMETHYL-4-PENTENOATE PROTECTING GROUP

Authors
CRIMMINS MT CARROLL CA WELLS AJ
Citation
Mt. Crimmins et al., PINACOL-TYPE REARRANGEMENTS OF INTRAMOLECULAR PHOTOCYCLOADDUCTS - APPLICATION OF THE 2,2-DIMETHYL-4-PENTENOATE PROTECTING GROUP, Tetrahedron letters, 39(39), 1998, pp. 7005-7008
Citations number
7
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
39
Year of publication
1998
Pages
7005 - 7008
Database
ISI
SICI code
0040-4039(1998)39:39<7005:PROIP->2.0.ZU;2-L
Abstract
A pinacol-type rearrangement of intramolecular photocycloadducts has b een accomplished by exploiting a novel ester protecting group that can be easily removed from a hindered alcohol. The ester is removed by an intramolecular lactonization, overcoming the steric factors normally associated with pivalate esters. (C) 1998 Elsevier Science Ltd. All ri ghts reserved.