The use of D-mannitol-derived C2-symmetric trienes in tandem metathesis reactions towards valuable lactones

被引：7

作者：

Riache, Nassima ^{[1
]}

Blond, Alain ^{[1
]}

Nay, Bastien ^{[1
]}

机构：

[1] CNRS, Museum Natl Hist Nat, Lab Chim & Biochim Subst Nat, F-75005 Paris, France

来源：

TETRAHEDRON | 2008年 / 64卷 / 48期

关键词：

Tandem metathesis; Ring-closing metathesis; Chiral pool; Lactones; Macrodiolides;

D O I：

10.1016/j.tet.2008.09.012

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral lactones were synthesized from D-mannitol. C-2-symmetric triene precursors were constructed with a central relay-olefin allowing the key domino ring-closing metathesis to be achieved. It led to the symmetrical cleavage of the substrate and to the formation of 2 mol of the desired 5- or 6-membered lactone. Attempts to form 7-membered lactones thus far only led to 14-membered macrodiolides instead. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：10853 / 10859

页数：7

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