A CONCISE SYNTHESIS OF (-)-DIHYDROPROTOLICHESTERINIC ACID VIA CONSECUTIVE STEREOCONTROLLED 1,4-CONJUGATE ADDITION AND SYN-ALDOL CONDENSATION-REACTIONS

Authors
BANKS MR DAWSON IM GOSNEY I HODGSON PKG THORBURN P
Citation
Mr. Banks et al., A CONCISE SYNTHESIS OF (-)-DIHYDROPROTOLICHESTERINIC ACID VIA CONSECUTIVE STEREOCONTROLLED 1,4-CONJUGATE ADDITION AND SYN-ALDOL CONDENSATION-REACTIONS, Tetrahedron letters, 36(20), 1995, pp. 3567-3570
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
20
Year of publication
1995
Pages
3567 - 3570
Database
ISI
SICI code
0040-4039(1995)36:20<3567:ACSO(A>2.0.ZU;2-5
Abstract
(-)-Dihydroprotolichesterinic acid 1a is synthesised in 6 steps and 57 % overall yield by a strategy employing the camphene-derived chiral au xiliary 2 to construct the three contiguous stereogenic centres in con secutive stereocontrolled 1,4-conjugate addition and syn-aldol reactio ns.