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Synthesis of γ‐Lactones and Ascorbic Acid Analogues by Diastereoselective Hydrogenation of α‐Hydroxy‐γ‐alkylidenebutenolides
Author(s) -
Langer Peter,
Saleh Nehad N. R.,
Köhler Valentin
Publication year - 2002
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200205)2002:9<1566::aid-ejoc1566>3.0.co;2-2
Subject(s) - chemistry , ascorbic acid , organic chemistry , stereochemistry , combinatorial chemistry , food science
The cyclization of 1,3‐bis(trimethylsilyloxy)‐1,3‐butadienes with oxalyl chloride afforded functionalized γ‐alkylidene‐α‐hydroxybutenolides, which were transformed into cis ‐configured γ‐lactones by diastereoselective hydrogenation. (© Wiley‐VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)