Asymmetric Synthesis of (鈭?-Martinellic Acid
详细信息 查看全文
- 作者：Stephen G. Davies ; Ai M. Fletcher ; James A. Lee ; Thomas J. A. Lorkin ; Paul M. Roberts ; James E. Thomson
- 刊名：Organic Letters
- 出版年：2013
- 出版时间：April 19, 2013
- 年：2013
- 卷：15
- 期：8
- 页码：2050-2053
- 全文大小：314K
- 年卷期：v.15,no.8(April 19, 2013)
- ISSN：1523-7052
文摘
A high-yielding total asymmetric synthesis of (鈭?-martinellic acid is reported. The conjugate addition of lithium (R)-N-allyl-N-(伪-methyl-4-methoxybenzyl)amide to tert-butyl (E)-3-[2鈥?(N,N-diallylamino)-5鈥?bromophenyl]propenoate and alkylation of the resultant 尾-amino ester have been used as the key steps to install the C(9b) and C(3a) stereogenic centers, respectively, and a highly diastereoselective Wittig reaction/intramolecular Michael addition was then used to create the C(4) stereogenic center within this tricyclic molecular architecture.