Synthesis of oxa-cage compounds by ketalization and ring-closing metathesis

被引:11
作者
Kotha, Sambasivarao [1 ]
Ansari, Saima [1 ]
Cheekatla, Subba Rao [1 ]
Dipak, Mirtunjay Kumar [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Powai, India
关键词
Ring-closing metathesis; Cookson's dione; Oxygenated cage compounds; Ketals; 2,2-Dimethoxy propane; Transannular cyclization; CLAISEN REARRANGEMENT; MEDICINAL CHEMISTRY; CRYSTAL-STRUCTURE; CYCLOADDITION; PROPELLANES; DERIVATIVES; ACID; DODECAHEDRANES; BISHOMOCUBANES; NORBORNADIENE;
D O I
10.1016/j.tet.2019.130856
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report oxygenated cage compounds by acetalization and ring-closing metathesis (RCM) as key steps. We used ketalization and transannular cyclization to design octacyclic triooxygenated cage compounds. In previous studies, oxepane systems have been prepared using a three-step process via Grignard addition and RCM. The present strategy described here delivers the cage bisoxepane system in two steps via ketalization process. The bisoxepane and other derivatives are confirmed by single-crystal XRD studies. (C) 2019 Elsevier Ltd. All rights reserved.
引用
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页数:9
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