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通过烯醇导向的铑（III）催化的C-H官能化和螺环化反应对螺茚进行对映选择性合成。

Enantioselective Synthesis of Spiroindenes by Enol-Directed Rhodium(III)-Catalyzed C-H Functionalization and Spiroannulation.

作者信息

Reddy Chidipudi Suresh, Burns David J, Khan Imtiaz, Lam Hon Wai

机构信息

School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD (UK) http://www.nottingham.ac.uk/∼pczhl.

出版信息

Angew Chem Int Ed Engl. 2015 Nov 16;54(47):13975-9. doi: 10.1002/anie.201507029. Epub 2015 Sep 25.

DOI:10.1002/anie.201507029
PMID:26404643
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4648053/
Abstract

Chiral cyclopentadienyl rhodium complexes promote highly enantioselective enol-directed C(sp(2))-H functionalization and oxidative annulation with alkynes to give spiroindenes containing all-carbon quaternary stereocenters. High selectivity between two possible directing groups, as well as control of the direction of rotation in the isomerization of an O-bound rhodium enolate into the C-bound isomer, appear to be critical for high enantiomeric excesses.

摘要

手性环戊二烯基铑配合物促进高度对映选择性的烯醇导向的C(sp(2))-H官能化以及与炔烃的氧化环化反应，生成含有全碳季碳立体中心的螺茚。对于两个可能的导向基团之间的高选择性，以及将氧配位的铑烯醇盐异构化为碳配位异构体时旋转方向的控制，似乎对于获得高对映体过量至关重要。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2389/4648053/37502351df45/anie0054-13975-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2389/4648053/fa64ebc9b055/anie0054-13975-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2389/4648053/7daebb3966bb/anie0054-13975-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2389/4648053/c5d911347b39/anie0054-13975-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2389/4648053/e4bc17396d96/anie0054-13975-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2389/4648053/2f399841a930/anie0054-13975-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2389/4648053/37502351df45/anie0054-13975-f6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2389/4648053/fa64ebc9b055/anie0054-13975-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2389/4648053/7daebb3966bb/anie0054-13975-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2389/4648053/c5d911347b39/anie0054-13975-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2389/4648053/e4bc17396d96/anie0054-13975-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2389/4648053/2f399841a930/anie0054-13975-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2389/4648053/37502351df45/anie0054-13975-f6.jpg

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