Enantioselective Synthesis of β‐Necrodol and of 1‐Epi‐β‐necrodol  via  Asymmetric 1,4‐Addition and Magnesium‐Ene Cyclization. Preliminary Communication | Zendy

Oppolzer Wolfgang | Zendy; Schneider Philippe | Zendy

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Enantioselective Synthesis of β‐Necrodol and of 1‐Epi‐β‐necrodol via Asymmetric 1,4‐Addition and Magnesium‐Ene Cyclization. Preliminary Communication

Author(s) -

Oppolzer Wolfgang,

Schneider Philippe

Publication year - 1986

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19860690805

Subject(s) - chemistry , enantioselective synthesis , conjugate , ene reaction , epimer , aldehyde , tandem , magnesium , combinatorial chemistry , stereochemistry , catalysis , organic chemistry , mathematical analysis , materials science , mathematics , composite material

Enantiomerically pure β‐necrodol ( 1 ) and its 1‐epimer 16 have been synthesized starting from aldehyde 5 . The two key steps are an asymmetric conjugate addtion/ Mannich reaction tandem ( 10 → 12 ) and a type‐II‐magnesiumene cyclization/oxidation sequence ( 14 → 1 + 16 ).

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