Boc保护的双环脯氨酸的合成。
Synthesis of Boc-protected bicycloproline.
作者信息
Ranatunga Sujeewa, Del Valle Juan R
机构信息
Department of Chemistry and Biochemistry, New Mexico State University, Las Cruces, NM 88003.
出版信息
Tetrahedron Lett. 2009 May 27;50(21):2464-2466. doi: 10.1016/j.tetlet.2009.03.092.
Abstract
The synthesis of a highly constrained quaternary carbocyclic α-amino acid, (+)-N-Boc-bicycloproline, has been achieved starting from sodium cyclopentadienylide. Key steps include a rhodium-catalyzed nitrenoid C-H insertion to install the tert-alkylamine and a ring-closing metathesis reaction to form the pyrrolidine ring.
摘要
从环戊二烯基钠出发，已实现了一种高度受限的季碳环α-氨基酸（+）-N-Boc-双环脯氨酸的合成。关键步骤包括铑催化的氮宾C-H插入反应以引入叔烷基胺，以及闭环复分解反应以形成吡咯烷环。
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