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Concise stereoselective synthesis of vittarilide-A
Tetrahedron ( IF 2.1 ) Pub Date : 2024-05-03 , DOI: 10.1016/j.tet.2024.134013
Rajashekar Reddy Nimmareddy , Himabindu Gandham , Shivanagababu Challa , Janardana Reddi Desireddi , Mallikarjuna Rao Mora , Krishnakanth Reddy Leleti

A concise and stereoselective synthesis of vittarilide-A, an antioxidant isolated from Hayata, was accomplished in 4 linear synthetic steps with an overall yield of 17.0 % from naturally available D-glucono-1,5-lactone. The key reactions employed were tetra--(-butyldimethylsilyl)-D-glucono-1,4-lactone formed by silylation of D-glucono-1,5-lactone, selective TBDMS deprotection followed by Yamaguchi esterification.

中文翻译:


vittarilide-A 的简洁立体选择性合成



通过 4 个线性合成步骤完成了 vittarilide-A(一种从 Hayata 中分离出来的抗氧化剂)的简洁立体选择性合成,天然 D-葡萄糖酸-1,5-内酯的总产率为 17.0%。所采用的关键反应是通过 D-葡萄糖酸-1,5-内酯的甲硅烷基化形成四-(丁基二甲基甲硅烷基)-D-葡萄糖酸-1,4-内酯,选择性 TBDMS 脱保护,然后进行 Yamaguchi 酯化。
更新日期:2024-05-03
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