期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 14, 期 40, 页码 9476-9480出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6ob01892k
关键词
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资金
- Sao Paulo Research Foundation (FAPESP) [2014/25770-6, 2013/07600-3, 2014/05407-4]
- Brazilian National Research Council (CNPq/TWAS) [457027/2014-2, 304379/2014-0]
- Fundacao de Amparo a Pesquisa do Estado de Sao Paulo (FAPESP) [13/07600-3] Funding Source: FAPESP
A novel, efficient and enantioselective Heck-Matsuda desymmetrization of non-activated cyclopentene-fused spiro-pyrrolidinones was developed. The reaction provided the Heck products in good to excellent yields and selectivities and tolerated a variety of functional groups in arenediazonium tetrafluoroborates (12 examples) with respect to its electronics and substitution patterns. This methodology was successfully applied in the concise enantioselective total synthesis of VPC01091 (2b), a drug candidate for the treatment of multiple sclerosis.
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