Synthesis of optically active, cyclic alpha-hydroxy ketones and 1,2-diketones from verbenone epoxide

Synthesis of optically active, cyclic alpha-hydroxy ketones and 1,2-diketones from verbenone epoxide Full article

Journal

Helvetica Chimica Acta
ISSN: 0018-019X , E-ISSN: 1522-2675

Output data

Year: 2006, Volume: 89, Number: 3, Pages: 507-514 Pages count : DOI: 10.1002/hlca.200690052

Authors

Il'ina IV , Volcho KP , Korchagina DV , Barkhash VA , Salakhutdinov NF

Affiliations

1	(Данные Web of science) Russian Acad Sci, NN Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, Novosibirsk 630090, Russia

The reactivity of verbenone epoxide (5), a terpenoid from the pinane series, towards different aliphatic and aromatic aldehydes in the presence of natural montmorillonite (askanite-bentonite) clay has been studied. A series of mechanistically different transformations afforded a number of new, optically active, polyfunctional compounds (7, 8, 10 - 14, 16). These products are potentially interesting synthons in asymmetric synthesis.

Il'ina I. , Volcho K. , Korchagina D. , Barkhash V. , Salakhutdinov N.
Synthesis of optically active, cyclic alpha-hydroxy ketones and 1,2-diketones from verbenone epoxide
Helvetica Chimica Acta. 2006. V.89. N3. P.507-514. DOI: 10.1002/hlca.200690052 WOS Scopus РИНЦ

Published print:

Mar 1, 2006

Web of science	WOS:000236535500013
Scopus	2-s2.0-33645580391
Elibrary	13505982
OpenAlex	W2027871678