anti-Selective aldol reactions of chiral alcohol substituted γ-benzyloxyl vinylogous urethanes and the synthesis of 3-benzyloxyl-4-hydroxylalkan-2-ones

Autor:	Chuan-Chung Chung, Pin-Zu Chen, Yu-Jang Li
Rok vydání:	2017
Předmět:	Chiral auxiliary 010405 organic chemistry Organic Chemistry Alcohol 010402 general chemistry 01 natural sciences Catalysis 0104 chemical sciences Inorganic Chemistry chemistry.chemical_compound chemistry Aldol reaction Organic chemistry Physical and Theoretical Chemistry
Zdroj:	Tetrahedron: Asymmetry. 28:1573-1581
ISSN:	0957-4166
DOI:	10.1016/j.tetasy.2017.10.003
Popis:	The anti-selective aldol reaction of chiral alcohol-substituted γ-benzyloxy vinylogous urethanes is described. The use of (1S,2R,4R)-1-(hydroxydiphenylmethyl)-7,7-dimethylbicyclo[2,2,1]-heptan-2-ol as a chiral auxiliary in the aldol reaction of a vinylogous urethane enolate was found to provide anti-products in good yields with moderate to excellent enantioselectivities. The major anti-vinylogous urethane lactones were transformed into 3-benzyloxyl-4-hydroxylalkan-2-ones in good yields.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::c7c95a4e129f335ec600ca8f5485e1db https://doi.org/10.1016/j.tetasy.2017.10.003 Zobrazit plný text záznamu Full Text from ScienceDirect