Rhodium(i)-catalyzed stereoselective [4+2] cycloaddition of oxetanols with alkynes through C(sp(3))-C(sp(3)) bond cleavage.
Rhodium(i)-catalyzed stereoselective [4+2] cycloaddition of oxetanols with alkynes through C(sp(3))-C(sp(3)) bond cleavage.
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DOI：
10.1039/c6sc05246k
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发表时间：
2017-04-01
期刊：
影响因子：
8.4
通讯作者：
Zhang G
中科院分区：
文献类型：
--
作者：
Guo R;Zheng X;Zhang D;Zhang G
通过铑（i）催化的串联C（sp3）-C（sp3）键断裂和氧杂环丁烷醇与炔的环化反应，实现了高度官能化的二氢吡喃的高效简便合成。通过铑（i）催化的串联C（sp3）-C（sp3）键断裂和氧杂环丁烷醇与炔的环化反应，实现了高度官能化的二氢吡喃的高效简便合成。使用Binaphine配体实现了对映选择性版本。2-取代氧杂环丁烷醇具有良好的位置选择性和对映体保留。
An efficient and convenient synthesis of highly functionalized dihydropyrans has been achieved through rhodium(i)-catalysed tandem C(sp3)–C(sp3) bond cleavage and annulation of oxetanols with alkynes. An efficient and convenient synthesis of highly functionalized dihydropyrans has been achieved through rhodium(i)-catalysed tandem C(sp3)–C(sp3) bond cleavage and annulation of oxetanols with alkynes. An enantioselective version was enabled using a Binaphine ligand. Excellent site-selectivity and remarkable enantioretention are obtained for 2-substituted oxetanols.