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Tandem Nucleophilic Addition/Oxa‐Michael Reaction for the Synthesis of cis ‐2,6‐Disubstituted Tetrahydropyrans
Author(s) -
Gharpure Santosh J.,
Prasad J. V. K.,
Bera Kalisankar
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201402199
Subject(s) - chemistry , michael reaction , tandem , nucleophile , nucleophilic addition , stereochemistry , cascade reaction , combinatorial chemistry , organic chemistry , catalysis , materials science , composite material
A Lewis acid catalyzed tandem nucleophilic addition/oxa‐Michael reaction was developed for the synthesis of cis ‐2,6‐disubstituted tetrahydropyran (THP) derivatives in good yields with excellent diastereoselectivities. The strategy was successfully used in the construction of THP derivatives with three stereocenters in a highly stereoselective fashion.

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