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Title: | Asymmetric induction in copper (I)-catalyzed intramolecular [2 + 2] photocycloaddition: Synthesis of enantiopure cyclobutane derivatives |
Authors: | Sarkar, Niladri Ghosh, Subrata |
Keywords: | Asymmetric synthesis;catalysis;cyclobutane;ether cleavage;photocycloaddition |
Issue Date: | Nov-2006 |
Publisher: | CSIR |
IPC Code: | Int. Cl.8 C07C |
Abstract: | A simple approach for asymmetric induction in copper (I)-catalyzed intramolecular [2 + 2] photocycloaddition of 1,6-dienes, where asymmetric catalysis or chiral auxiliaries have been inefficient, has been developed using the concept of chirality transfer from the readily available 2,3-di-O-cyclohexylidine–(R)-(+)-glyceraldehyde to produce enantiopure oxa-bicyclo[3.2.0]heptane derivatives. A novel anion-induced cleavage of the tetrahydrofuran ring in these oxa-bicyclo[3.2.0]heptane derivatives has led to a convenient access to the synthetically useful cis-1,2-disubstituted cyclobutanes in enantiomerically pure form. |
Page(s): | 2474-2484 |
URI: | http://hdl.handle.net/123456789/6760 |
ISSN: | 0975-0983(Online); 0376-4699(Print) |
Appears in Collections: | IJC-B Vol.45B(11) [November 2006] |
Files in This Item:
File | Description | Size | Format | |
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IJCB 45B(11) 2474-2484.pdf | 108.46 kB | Adobe PDF | View/Open |
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