A Total Synthesis of (±)‐ Aphidicolin: Regio‐ and stereoselective conversion of 3α,18‐Di‐ O ‐benzyl‐17‐nor‐14‐aphidicolen‐16‐one into (±)‐aphidicolin | Zendy

Lupi Alessandro | Zendy; Patamia Maria | Zendy; Bettole Rinaldo Marini | Zendy

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A Total Synthesis of (±)‐ Aphidicolin: Regio‐ and stereoselective conversion of 3α,18‐Di‐ O ‐benzyl‐17‐nor‐14‐aphidicolen‐16‐one into (±)‐aphidicolin

Author(s) -

Lupi Alessandro,

Patamia Maria,

Bettole Rinaldo Marini

Publication year - 1988

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.19880710423

Subject(s) - aphidicolin , chemistry , stereoselectivity , total synthesis , hydroxylation , derivative (finance) , stereochemistry , organic chemistry , catalysis , financial economics , economics , enzyme , dna polymerase

A regio‐ and steroselective conversion of the totally synthetic 3α, 18‐di‐ O ‐benzyl‐17‐nor‐14‐aphidicolen‐16‐one (5) , into (±)‐aphidicolin 1 , by hydroxylation of the 2‐methylidenebicyclo[3.2.1] oct‐3‐ene derivative 6 is described. Compound 5 was a key intermediate in our previously described total synthesis of 2 , which represented a formal synthesis of 1 .

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