Enantioselective Iridium-Catalyzed Allylation of Acetylenic Ketones via 2-Propanol-Mediated Reductive Coupling of Allyl Acetate: C14-C23 of Pladienolide D

被引:15
作者
Brito, Gilmar A. [1 ]
Jung, Woo-Ok [1 ]
Yoo, Minjin [1 ]
Krische, Michael J. [1 ]
机构
[1] Univ Texas Austin, Dept Chem, 105 & 24th St,A5300, Austin, TX 78712 USA
基金
巴西圣保罗研究基金会;
关键词
enantioselectivity; iridium; ketone allylation; transfer hydrogenation; pi-allyl; C BOND FORMATION; CHIRAL TERTIARY ALCOHOLS; REVERSE PRENYLATION; ASYMMETRIC ADDITION; HOMOALLYLIC ALCOHOLS; CARBONYL-COMPOUNDS; CYCLOISOMERIZATION; PROPARGYLATION; ALLYLBORATION; HYDROGEN;
D O I
10.1002/anie.201908939
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Highly enantioselective catalytic reductive coupling of allyl acetate with acetylenic ketones occurs in a chemoselective manner in the presence of aliphatic or aromatic ketones. This method was used to construct C14-C23 of pladienolide D in half the steps previously required.
引用
收藏
页码:18803 / 18807
页数:5
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