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Synlett 2012; 23(16): 2311-2327
DOI: 10.1055/s-0032-1317082
DOI: 10.1055/s-0032-1317082
account
Polar Intramolecular Cross-Cycloadditions of Cyclopropanes toward Natural Product Synthesis
Weitere Informationen
Publikationsverlauf
Received: 02. Juni 2012
Accepted after revision: 23. Juli 2012
Publikationsdatum:
13. September 2012 (online)
Abstract
In this account we have systematically described the acid-promoted intramolecular cycloadditions of activated cyclopropanes, which were conceptually classified into intramolecular cross-cycloadditions (IMCC) and intramolecular parallel-cycloadditions. The IMCC provided a general and efficient strategy for construction of structurally complex and diverse bridged bicyclic skeletons. The potential of this strategy has been demonstrated by the synthesis of natural products.
1 Introduction
2 [3+2]IMCC of Cyclopropane 1,1-Diester with C=O
3 [3+2]IMCC of Cyclopropane 1,1-Diester with C=N
4 [3+2]IMCC of Cyclopropane 1,1-Diester with C=C
5 [3+3]IMCC of Cyclopropane 1,1-Diester with Nitrones
6 [3+2]IMCC of Mono-donor/Mono-acceptor Cyclopropane with C=O
7 Lewis Acid Regulated Domino Cycloisomerization/[4+2]IMCC or [3+2]IMCC of Alkynylcyclopropane Ketone with C=O and C=N
8 Conclusions and Outlook
-
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For selected reviews about polar cycloadditions of activated cyclopropanes, see:
For selected examples of intermolecular [3+2] cycloaddition of CP 1,1-diester with C=C double bonds, see:
For intermolecular [3+2] cycloaddition of CP 1,1-diester with C=O, see:
Intermolecular [3+2] cycloaddition of CP 1,1-diester with C=N:
For intermolecular [3+3] cycloaddition of CP 1,1-diester, see:
For intermolecular [4+3] cycloaddition of CP 1,1-diester, see:
For the intermolecular cycloaddition of D–A CP with C=C, see:
For intermolecular cycloaddition of D–A CP with nitrile, see:
For intermolecular cycloaddition of D–A CP with C=O, see:
For [3+2]IMPC of CP 1,1-diester with C=N, see:
For [3+2]IMPC of CP 1,1-diester with C=C, see:
Reviews:
For selected reviews, see: