Research & Faculty

Default Header Image

AN ENANTIOSPECIFIC SYNTHESIS OF 4-METHYLCAMPHOR

TitleAN ENANTIOSPECIFIC SYNTHESIS OF 4-METHYLCAMPHOR
Publication TypeJournal Article
Year of Publication1993
AuthorsMoney, T, Palme, MH
JournalTetrahedron-Asymmetry
Volume4
Pagination2363-2370
Date PublishedNov
Type of ArticleArticle
ISBN Number0957-4166
KeywordsCAMPHOR DERIVATIVES, ESTERS, KETONES, NATURAL PRODUCT SYNTHESIS, POTASSIUM, REARRANGEMENTS, ROUTE, STEROID-SYNTHESIS, SYNTHONS
Abstract

Treatment of (-)-2-methylenebornane (7), derived from (+)-camphor (1), with 45% HBr /HOAc results in Wagner-Meerwein rearrangement and formation of 4-methylisobornyl bromide (17) in 80-90% yield. The enantiopurity of (17) was determined by conversion to (+)-4-methylisoborneol (5) and (-)-4-methylcamphor (3).

URL<Go to ISI>://A1993MJ46800024