anti-Selective aldol reactions of chiral alcohol substituted γ-benzyloxyl vinylogous urethanes and the synthesis of 3-benzyloxyl-4-hydroxylalkan-2-ones
作者:Yu-Jang Li、Chuan-Chung Chung、Pin-Zu Chen
DOI:10.1016/j.tetasy.2017.10.003
日期:2017.11
The anti-selective aldol reaction of chiral alcohol-substituted gamma-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. (C) 2017 Elsevier Ltd. All rights reserved.