A concise approach to chiral chromenes based on levoglucosenone

A concise approach to chiral chromenes based on levoglucosenone Full article

Journal

Tetrahedron Letters
ISSN: 0040-4039 , E-ISSN: 1873-3581

Output data

Year: 2011, Volume: 52, Number: 23, Pages: 3026-3028 Pages count : 3 DOI: 10.1016/j.tetlet.2011.04.004

Authors

Samet Аlexander V. ¹ , Lutov Dmitriy N. ¹ , Firgang Sergei I. ¹ , Lyssenko Konstantine A. ² , Semenov Victor V. ¹

Affiliations

1	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Pr., 119991 Moscow, Russia
2	A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov St., 119991 Moscow, Russia

Levoglucosenone, a chiral α,β-unsaturated ketone derived from cellulose, undergoes a stereoselective domino oxa-Michael–aldol reaction with 2-hydroxybenzaldehydes affording optically active pyrano[3,4-b]chromenes. The latter are further converted into 2H-chromenes via a Beckmann fragmentation reaction.

Samet А.V. , Lutov D.N. , Firgang S.I. , Lyssenko K.A. , Semenov V.V.
A concise approach to chiral chromenes based on levoglucosenone
Tetrahedron Letters. 2011. V.52. N23. P.3026-3028. DOI: 10.1016/j.tetlet.2011.04.004 WOS Scopus OpenAlex

Web of science:	WOS:000291286400027
Scopus:	2-s2.0-79955661308
OpenAlex:	W2019634927

DB	Citing
OpenAlex	25
Scopus	24
Web of science	20