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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 .