Asymmetric synthesis of the (2S,4S,6S)-2,4,6-trimethylnonyl subunit of siphonarienes

被引:0
|
作者
Díaz, DD [1 ]
Crisóstomo, FRP [1 ]
Martín, VS [1 ]
机构
[1] Univ La Laguna, Inst Univ Bioorg Antonio Gonzalez, San Cristobal la Laguna 38206, Tenerife, Spain
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中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The paper describes an asymmetric approach to the synthesis of the (2S,4S,6S)-2,4,6-trimethylnonyl segment of siphonarienes. The key step used is a newly developed methodology to obtain sec-dialkyl acetylenes based on the intramolecular hydride transfer from a secondary gamma-benzyloxy group with well-defined absolute stereochemistry, ensured by a Sharpless asymmetric epoxidation reaction, to a cation generated by Lewis acid treatment of a tertiary Co-2(CO)(6)-complexed propargylic alcohol.
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页码:297 / 302
页数:6
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