A new straightforward preparation of enantiopure 10-hydroxycamphor

Authors
Martinez, AG Vilar, ET Fraile, AG Cerero, SD Maroto, BL
Citation
Ag. Martinez et al., A new straightforward preparation of enantiopure 10-hydroxycamphor, TETRAHEDR-A, 11(22), 2000, pp. 4437-4440
Citations number
24
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
11
Issue
22
Year of publication
2000
Pages
4437 - 4440
Database
ISI
SICI code
0957-4166(20001117)11:22<4437:ANSPOE>2.0.ZU;2-N
Abstract
The enantiospecific preparation of the interesting chiral source 10-hydroxy camphor from commercially available camphor is described. The synthetic pro cedure takes place straightforwardly in only three synthetic steps with a h igh overall yield. The key step of the described route is based on the abil ity of a 2-methylenenorbornane intermediate to undergo an enantiospecific W agner-Meerwein rearrangement under electrophilic treatment with m-CPBA. (C) 2000 Elsevier Science Ltd. All rights reserved.