Total Synthesis of Cryptocaryol A by Enantioselective Iridium-Catalyzed Alcohol C-H Allylation

被引:17
作者
Perez, Felix [1 ]
Waldeck, Andrew R. [1 ]
Krische, Michael J. [1 ]
机构
[1] Univ Texas Austin, Dept Chem, 105 E 24th St A5300, Austin, TX 78712 USA
关键词
enantioselective synthesis; iridium; polyketide; total synthesis; transfer hydrogenation; TUMOR-SUPPRESSOR PDCD4; ALDEHYDE OXIDATION LEVEL; WACKER-TYPE OXIDATION; CARBONYL ALLYLATION; TRANSFORMATION SUPPRESSOR; 1,5-ASYMMETRIC INDUCTION; STRUCTURE ELUCIDATION; CROTYLATION; ACETATE; EXPRESSION;
D O I
10.1002/anie.201600591
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The polyketide natural product cryptocaryolA is prepared in 8 steps via iridium catalyzed enantioselective diol double C-H allylation, which directly generates an acetate-based triketide stereodiad. In 4 previously reported total syntheses, 17-28 steps were required.
引用
收藏
页码:5049 / 5052
页数:4
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