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A Concise Total Synthesis of Diospongins A and B
Author(s) -
Sabitha Gowravaram,
Padmaja Pannala,
Yadav Jhillu S.
Publication year - 2008
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.200890242
Subject(s) - chemistry , stereoselectivity , total synthesis , intramolecular force , stereochemistry , lactone , diarylheptanoids , michael reaction , organic chemistry , catalysis
The total synthesis of the diarylheptanoids (−)‐diospongin A ( 1 ) and B ( 2 ) was achieved stereoselectively via the δ ‐lactone intermediate 6 . The key reactions involved are a stereoselective reduction of β ‐keto ester and the Horner–Wadsworth–Emmons and intramolecular oxy‐ Michael reactions.