Stereoselective synthesis of gem-dimethyl-5,5-pyrrolidine- trans-lactam (5-oxo-hexahydropyrrolo[3,2- b]pyrrole)

The gem-dimethyl- trans-lactam 6 could be prepared by alkylation of the β-methyl isomer 7 but not by alkylation of the α-isomer 5 . The gem-dimethyl- trans-lactam 6 could be prepared by alkylation of the β-methyl isomer 7 but not by alkylation of the α-isomer 5 .

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Bibliographic Details
Published inTetrahedron letters Vol. 42; no. 39; pp. 6933 - 6935
Main Authors Borthwick, Alan D, Davies, David E, Exall, Anne M, Pennell, Andrew M.K, Richards, Jemima J
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 24.09.2001
Elsevier
Subjects
5,5- trans-lactam ring pyrrolidines/pyrrolidinones
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
stereoselective alkylation
5,5- trans-lactam ring pyrrolidines/pyrrolidinones
stereoselective alkylation
INHIBITION
RING
5,5-trans-lactam ring
pyrrolidines/pyrrolidinones
ALPHA-METHYL
PROTEASE
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Summary:The gem-dimethyl- trans-lactam 6 could be prepared by alkylation of the β-methyl isomer 7 but not by alkylation of the α-isomer 5 . The gem-dimethyl- trans-lactam 6 could be prepared by alkylation of the β-methyl isomer 7 but not by alkylation of the α-isomer 5 .
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(01)01410-1